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2013 | OriginalPaper | Buchkapitel

Intramolecular Frustrated Lewis Pairs: Formation and Chemical Features

verfasst von : Gerald Kehr, Sina Schwendemann, Gerhard Erker

Erschienen in: Frustrated Lewis Pairs I

Verlag: Springer Berlin Heidelberg

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Abstract

Intramolecular vicinal and geminal frustrated Lewis pairs (FLPs) featuring bulky substituents at phosphorus or nitrogen and strongly electron-withdrawing bulky pentafluorophenyl substituents at boron undergo a variety of addition and/or activation reactions with small molecules. A number of examples of such reactions are presented and discussed, among them the FLP activation of dihydrogen to give zwitterionic phosphonium (or ammonium)/hydridoborate zwitterions. Intramolecular FLPs also add to organic carbonyl compounds (including carbon dioxide), to alkenes and alkynes (including conjugated dienes, diynes or enynes), to heterocumulenes, to azides, and to nitric oxide.

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Literatur
1.
Zurück zum Zitat Lewis GN (1923) Valence and The Structure of Atoms and Molecules. Chemical Catalogue Company, New York Lewis GN (1923) Valence and The Structure of Atoms and Molecules. Chemical Catalogue Company, New York
2.
Zurück zum Zitat Brønsted JN (1923) Einige Bemerkungen über den Begriff der Säuren und Basen. Recl Trav Chim Pays-Bas 42:718–728 Brønsted JN (1923) Einige Bemerkungen über den Begriff der Säuren und Basen. Recl Trav Chim Pays-Bas 42:718–728
3.
Zurück zum Zitat Stephens FH, Pons V, Baker TR (2007) Ammonia–borane: the hydrogen source par excellence? Dalton Trans 2613–2626 Stephens FH, Pons V, Baker TR (2007) Ammonia–borane: the hydrogen source par excellence? Dalton Trans 2613–2626
4.
Zurück zum Zitat Hamilton CW, Baker TR, Staubitz A, Manners I (2009) B–N compounds for chemical hydrogen storage. Chem Soc Rev 38:279–293 Hamilton CW, Baker TR, Staubitz A, Manners I (2009) B–N compounds for chemical hydrogen storage. Chem Soc Rev 38:279–293
5.
Zurück zum Zitat Welch GC, San Juan RR, Masuda JD, Stephan DW (2006) Reversible, Metal-Free Hydrogen Activation. Science 314:1124–1126 Welch GC, San Juan RR, Masuda JD, Stephan DW (2006) Reversible, Metal-Free Hydrogen Activation. Science 314:1124–1126
6.
Zurück zum Zitat Welch GC, Stephan DW (2006) Facile Heterolytic Cleavage of Dihydrogen by Phosphines and Boranes. J Am Chem Soc 129:1880–1881 Welch GC, Stephan DW (2006) Facile Heterolytic Cleavage of Dihydrogen by Phosphines and Boranes. J Am Chem Soc 129:1880–1881
7.
Zurück zum Zitat McCahill JSJ, Welch GC, Stephan DW (2007) Reactivity of “Frustrated Lewis Pairs”: Three-Component Reactions of Phosphines, a Borane, and Olefins. Angew Chem Int Ed 46:4968–4971 (Angew Chem 119:5056–5059) McCahill JSJ, Welch GC, Stephan DW (2007) Reactivity of “Frustrated Lewis Pairs”: Three-Component Reactions of Phosphines, a Borane, and Olefins. Angew Chem Int Ed 46:4968–4971 (Angew Chem 119:5056–5059)
8.
Zurück zum Zitat Welch GC, Cabrera L, Chase PA, Hollink E, Masuda JD, Wel P, Stephan DW (2007) Tuning Lewis acidity using the reactivity of “frustrated Lewis pairs”: facile formation of phosphine-boranes and cationic phosphonium-boranes. Dalton Trans 3407–3414 Welch GC, Cabrera L, Chase PA, Hollink E, Masuda JD, Wel P, Stephan DW (2007) Tuning Lewis acidity using the reactivity of “frustrated Lewis pairs”: facile formation of phosphine-boranes and cationic phosphonium-boranes. Dalton Trans 3407–3414
9.
Zurück zum Zitat Stephan DW, Erker G (2010) Frustrated Lewis-Pairs: Metal-free Hydrogen Activation and More. Angew Chem Int Ed 49:46–76 (Angew Chem 122:50–81) Stephan DW, Erker G (2010) Frustrated Lewis-Pairs: Metal-free Hydrogen Activation and More. Angew Chem Int Ed 49:46–76 (Angew Chem 122:50–81)
10.
Zurück zum Zitat Stephan DW (2008) “Frustrated Lewis pairs”: a concept for new reactivity and catalysis. Org Biomol Chem 6:1535–1539 Stephan DW (2008) “Frustrated Lewis pairs”: a concept for new reactivity and catalysis. Org Biomol Chem 6:1535–1539
11.
Zurück zum Zitat Stephan DW (2009) Frustrated Lewis pairs: a new strategy to small molecule activation and hydrogenation catalysis. Dalton Trans 3129–3136 Stephan DW (2009) Frustrated Lewis pairs: a new strategy to small molecule activation and hydrogenation catalysis. Dalton Trans 3129–3136
12.
Zurück zum Zitat Stephan DW (2010) Activation of dihydrogen by non-metal systems. Chem Commun 46:8526–8533 Stephan DW (2010) Activation of dihydrogen by non-metal systems. Chem Commun 46:8526–8533
13.
Zurück zum Zitat Erker G (2011) Frustrated Lewis pairs: Reactions with dihydrogen and other “small molecules”. C R Chim 4:831–841 Erker G (2011) Frustrated Lewis pairs: Reactions with dihydrogen and other “small molecules”. C R Chim 4:831–841
14.
Zurück zum Zitat Erker G (2011) Organometallic frustrated Lewis pair chemistry. Dalton Trans 40:7475–7483 Erker G (2011) Organometallic frustrated Lewis pair chemistry. Dalton Trans 40:7475–7483
15.
Zurück zum Zitat Erker G (2011) Bio-Organometallic Chemistry, ansa-Metallocenes and Frustrated Lewis Pairs: Functional Group Chemistry at the Group 4 Bent Metallocenes. Organometallics 30:358–368 Erker G (2011) Bio-Organometallic Chemistry, ansa-Metallocenes and Frustrated Lewis Pairs: Functional Group Chemistry at the Group 4 Bent Metallocenes. Organometallics 30:358–368
16.
Zurück zum Zitat Stephan DW (2012) “Frustrated Lewis pair” hydrogenations. Org Biomol Chem 10:5740–5746 Stephan DW (2012) “Frustrated Lewis pair” hydrogenations. Org Biomol Chem 10:5740–5746
17.
Zurück zum Zitat Parks DJ, Spence REH, Piers WE (1995) Bis(pentafluorophenyl)borane: Synthesis, Properties, and Hydroboration Chemistry of a Highly Electrophilic Borane Reagent. Angew Chem Int Ed Engl 34:809–811 (Angew Chem 107:895–897) Parks DJ, Spence REH, Piers WE (1995) Bis(pentafluorophenyl)borane: Synthesis, Properties, and Hydroboration Chemistry of a Highly Electrophilic Borane Reagent. Angew Chem Int Ed Engl 34:809–811 (Angew Chem 107:895–897)
18.
Zurück zum Zitat Piers WE, Chivers T (1997) Pentafluorophenylboranes: from obscurity to applications. Chem Soc Rev 26:345–354 Piers WE, Chivers T (1997) Pentafluorophenylboranes: from obscurity to applications. Chem Soc Rev 26:345–354
19.
Zurück zum Zitat Parks DJ, Piers WE, Yap GPA (1998) Synthesis, Properties, and Hydroboration Activity of the Highly Electrophilic Borane Bis(pentafluorophenyl)borane, HB(C6F5)2. Organometallics 17:5492–5503 Parks DJ, Piers WE, Yap GPA (1998) Synthesis, Properties, and Hydroboration Activity of the Highly Electrophilic Borane Bis(pentafluorophenyl)borane, HB(C6F5)2. Organometallics 17:5492–5503
20.
Zurück zum Zitat Spence REH, Piers WE, Sun Y, Parvez M, MacGillivray LR, Zaworotko MJ (1998) Mechanistic Aspects of the Reactions of Bis(pentafluorophenyl)borane with the Dialkyl Zirconocenes Cp2ZrR2 (R = CH3, CH2SiMe3, and CH2C6H5). Organometallics 17:2459–2469 Spence REH, Piers WE, Sun Y, Parvez M, MacGillivray LR, Zaworotko MJ (1998) Mechanistic Aspects of the Reactions of Bis(pentafluorophenyl)borane with the Dialkyl Zirconocenes Cp2ZrR2 (R = CH3, CH2SiMe3, and CH2C6H5). Organometallics 17:2459–2469
21.
Zurück zum Zitat Piers WE, Sun Y, Lee WM (1999) Zwitterionic metallocenes via reactions of organozirconocenes with highly electrophilic perfluorophenyl substituted boranes. Top Catal 7:133–143 Piers WE, Sun Y, Lee WM (1999) Zwitterionic metallocenes via reactions of organozirconocenes with highly electrophilic perfluorophenyl substituted boranes. Top Catal 7:133–143
22.
Zurück zum Zitat Spies P, Erker G, Kehr G, Bergander K, Fröhlich R, Grimme S, Stephan DW (2007) Rapid intramolecular heterolytic dihydrogen activation by a four-membered heterocyclic phosphane–borane adduct. Chem Commun 43:5072–5074 Spies P, Erker G, Kehr G, Bergander K, Fröhlich R, Grimme S, Stephan DW (2007) Rapid intramolecular heterolytic dihydrogen activation by a four-membered heterocyclic phosphane–borane adduct. Chem Commun 43:5072–5074
23.
Zurück zum Zitat Wiegand T, Eckert H, Ekkert O, Fröhlich R, Kehr G, Erker G, Grimme S (2012) New Insights into Frustrated Lewis Pairs: Structural Investigations of Intramolecular Phosphane–Borane Adducts by Using Modern Solid-State NMR Techniques and DFT Calculations. J Am Chem Soc 134:4236–4249 Wiegand T, Eckert H, Ekkert O, Fröhlich R, Kehr G, Erker G, Grimme S (2012) New Insights into Frustrated Lewis Pairs: Structural Investigations of Intramolecular Phosphane–Borane Adducts by Using Modern Solid-State NMR Techniques and DFT Calculations. J Am Chem Soc 134:4236–4249
24.
Zurück zum Zitat Spies P, Schwendemann S, Lange S, Kehr G, Fröhlich R, Erker G (2008) Metal-Free Catalytic Hydrogenation of Enamines, Imines and Conjugated Phosphinoalkenylboranes. Angew Chem Int Ed 47:7543–7546 (Angew Chem 120:7654–7657) Spies P, Schwendemann S, Lange S, Kehr G, Fröhlich R, Erker G (2008) Metal-Free Catalytic Hydrogenation of Enamines, Imines and Conjugated Phosphinoalkenylboranes. Angew Chem Int Ed 47:7543–7546 (Angew Chem 120:7654–7657)
25.
Zurück zum Zitat Schwendemann S, Tumay TA, Axenov KV, Peuser I, Kehr G, Fröhlich R, Erker G (2010) Metal-Free Frustrated Lewis Pair Catalyzed 1,4-Hydrogenation of Conjugated Metallocene Dienamines. Organometallics 29:1067–1069 Schwendemann S, Tumay TA, Axenov KV, Peuser I, Kehr G, Fröhlich R, Erker G (2010) Metal-Free Frustrated Lewis Pair Catalyzed 1,4-Hydrogenation of Conjugated Metallocene Dienamines. Organometallics 29:1067–1069
26.
Zurück zum Zitat Wang H, Fröhlich R, Kehr G, Erker G (2008) Heterolytic dihydrogen activation with the 1,8-bis(diphenylphosphino)naphthalene/B(C6F5)3 pair and its application for metal-free catalytic hydrogenation of silyl enol ethers. Chem Commun 5966–5968 Wang H, Fröhlich R, Kehr G, Erker G (2008) Heterolytic dihydrogen activation with the 1,8-bis(diphenylphosphino)naphthalene/B(C6F5)3 pair and its application for metal-free catalytic hydrogenation of silyl enol ethers. Chem Commun 5966–5968
27.
Zurück zum Zitat Chase PA, Jurca T, Stephan DW (2008) Lewis acid-catalyzed hydrogenation: B(C6F5)3-mediated reduction of imines and nitriles with H2. Chem Commun 1701–1703 Chase PA, Jurca T, Stephan DW (2008) Lewis acid-catalyzed hydrogenation: B(C6F5)3-mediated reduction of imines and nitriles with H2. Chem Commun 1701–1703
28.
Zurück zum Zitat Chen D, Wang Y, Klankermayer J (2010) Enantioselective Hydrogenation with Chiral Frustrated Lewis Pairs. Angew Chem Int Ed 49:9475–9478 (Angew Chem 122:9665–9668) Chen D, Wang Y, Klankermayer J (2010) Enantioselective Hydrogenation with Chiral Frustrated Lewis Pairs. Angew Chem Int Ed 49:9475–9478 (Angew Chem 122:9665–9668)
29.
Zurück zum Zitat Geier SJ, Chase PA, Stephan DW (2010) Metal-free reductions of N-heterocycles via Lewis acid catalyzed hydrogenation. Chem Commun 46:4884–4886 Geier SJ, Chase PA, Stephan DW (2010) Metal-free reductions of N-heterocycles via Lewis acid catalyzed hydrogenation. Chem Commun 46:4884–4886
30.
Zurück zum Zitat Heiden ZM, Stephan DW (2011) Metal-free diastereoselective catalytic hydrogenations of imines using B(C6F5)3. Chem Commun 47:5729–5731 Heiden ZM, Stephan DW (2011) Metal-free diastereoselective catalytic hydrogenations of imines using B(C6F5)3. Chem Commun 47:5729–5731
31.
Zurück zum Zitat Ghattas G, Chen D, Pan F, Klankermayer J (2012) Asymmetric hydrogenation of imines with a recyclable chiral frustrated Lewis pair catalyst. Dalton Trans 41:9026–9028 Ghattas G, Chen D, Pan F, Klankermayer J (2012) Asymmetric hydrogenation of imines with a recyclable chiral frustrated Lewis pair catalyst. Dalton Trans 41:9026–9028
32.
Zurück zum Zitat Chase PA, Welch GC, Jurca T, Stephan DW (2007) Metal-Free Catalytic Hydrogenation. Angew Chem Int Ed 46:8050–8053, [9136] (Angew Chem 119:8196–8199 [9296]) Chase PA, Welch GC, Jurca T, Stephan DW (2007) Metal-Free Catalytic Hydrogenation. Angew Chem Int Ed 46:8050–8053, [9136] (Angew Chem 119:8196–8199 [9296])
33.
Zurück zum Zitat Mahdi T, Heiden ZM, Grimme S, Stephan DW (2012) Metal-Free Aromatic Hydrogenation: Aniline to Cyclohexyl-amine Derivatives. J Am Chem Soc 134:4088–4091 Mahdi T, Heiden ZM, Grimme S, Stephan DW (2012) Metal-Free Aromatic Hydrogenation: Aniline to Cyclohexyl-amine Derivatives. J Am Chem Soc 134:4088–4091
34.
Zurück zum Zitat Axenov KV, Kehr G, Fröhlich R, Erker G (2009) Catalytic Hydrogenation of Sensitive Organometallic Compounds by Antagonistic N/B Lewis Pair Catalyst Systems. J Am Chem Soc 131:3454–3455 Axenov KV, Kehr G, Fröhlich R, Erker G (2009) Catalytic Hydrogenation of Sensitive Organometallic Compounds by Antagonistic N/B Lewis Pair Catalyst Systems. J Am Chem Soc 131:3454–3455
35.
Zurück zum Zitat Axenov KV, Kehr G, Fröhlich R, Erker G (2009) Functional Group Chemistry at the Group 4 Bent Metallocene Frameworks: Formation and “Metal-Free” Catalytic Hydrogenation of Bis(imino-Cp)zirconium Complexes. Organometallics 28:5148–5158 Axenov KV, Kehr G, Fröhlich R, Erker G (2009) Functional Group Chemistry at the Group 4 Bent Metallocene Frameworks: Formation and “Metal-Free” Catalytic Hydrogenation of Bis(imino-Cp)zirconium Complexes. Organometallics 28:5148–5158
36.
Zurück zum Zitat Sortais J-B, Voss T, Kehr G, Fröhlich R, Erker G (2009) 1,2-Olefin addition of a frustrated amine–borane Lewis pair. Chem Commun 7417–7418 Sortais J-B, Voss T, Kehr G, Fröhlich R, Erker G (2009) 1,2-Olefin addition of a frustrated amine–borane Lewis pair. Chem Commun 7417–7418
37.
Zurück zum Zitat Unverhau K, Lübbe G, Wibbeling B, Fröhlich R, Kehr G, Erker G (2010) Frustrated Lewis Pair Reactions at the [3]Ferrocenophane Framework. Organometallics 29:5320–5329 Unverhau K, Lübbe G, Wibbeling B, Fröhlich R, Kehr G, Erker G (2010) Frustrated Lewis Pair Reactions at the [3]Ferrocenophane Framework. Organometallics 29:5320–5329
38.
Zurück zum Zitat Voss T, Sortais J-B, Fröhlich R, Kehr G, Erker G (2011) Alkene Addition of Frustrated P/B and N/B Lewis Pairs at the [3]Ferrocenophane Framework. Organometallics 30:584–594 Voss T, Sortais J-B, Fröhlich R, Kehr G, Erker G (2011) Alkene Addition of Frustrated P/B and N/B Lewis Pairs at the [3]Ferrocenophane Framework. Organometallics 30:584–594
39.
Zurück zum Zitat Xu B-H, Kehr G, Fröhlich R, Wibbeling B, Schirmer B, Grimme S, Erker G (2011) Reaction of Frustrated Lewis Pairs with Conjugated Ynones–Selective Hydrogenation of the Carbon-Carbon Triple Bond. Angew Chem Int Ed 50:7183–7186 (Angew Chem 123:7321–7324) Xu B-H, Kehr G, Fröhlich R, Wibbeling B, Schirmer B, Grimme S, Erker G (2011) Reaction of Frustrated Lewis Pairs with Conjugated Ynones–Selective Hydrogenation of the Carbon-Carbon Triple Bond. Angew Chem Int Ed 50:7183–7186 (Angew Chem 123:7321–7324)
40.
Zurück zum Zitat Axenov K, Mömming CM, Kehr G, Fröhlich R, Erker G (2010) Structure and Dynamic Features of an Intramolecular Frustrated Lewis Pair. Chem Eur J 16:14069–14073 Axenov K, Mömming CM, Kehr G, Fröhlich R, Erker G (2010) Structure and Dynamic Features of an Intramolecular Frustrated Lewis Pair. Chem Eur J 16:14069–14073
41.
Zurück zum Zitat Jacobsen H, Berke H, Döring S, Kehr G, Erker G, Fröhlich R, Meyer O (1999) Lewis Acid Properties of Tris(pentafluorophenyl)borane. Structure and Bonding in L-B(C6F5)3 Complexes. Organometallics 18:1724–1735 Jacobsen H, Berke H, Döring S, Kehr G, Erker G, Fröhlich R, Meyer O (1999) Lewis Acid Properties of Tris(pentafluorophenyl)borane. Structure and Bonding in L-B(C6F5)3 Complexes. Organometallics 18:1724–1735
42.
Zurück zum Zitat Spies P, Fröhlich R, Kehr G, Erker G, Grimme S (2008) Structural Importance of Secondary Interactions in Molecules: Origin of Unconventional Conformations of Phosphine-Borane Adducts. Chem Eur J 14:333–343 Spies P, Fröhlich R, Kehr G, Erker G, Grimme S (2008) Structural Importance of Secondary Interactions in Molecules: Origin of Unconventional Conformations of Phosphine-Borane Adducts. Chem Eur J 14:333–343
43.
Zurück zum Zitat Bradley DC, Hursthouse MB, Motevalli M, Zheng DH (1991) The Preparation of 1:1 Phosphine: Triarylboron Complexes. The X-ray Crystal Structure of (C6F5)3B-PH3. Chem Commun 7–8 Bradley DC, Hursthouse MB, Motevalli M, Zheng DH (1991) The Preparation of 1:1 Phosphine: Triarylboron Complexes. The X-ray Crystal Structure of (C6F5)3B-PH3. Chem Commun 7–8
44.
Zurück zum Zitat Lancaster SJ, Mountford AJ, Hughes DL, Schormann M, Bochmann M (2003) Ansa-metallocenes with B-N and B-P linkages: the importance of N-H···F-C hydrogen bonding in pentafluorophenyl boron compounds. J Organomet Chem 680:193–205 Lancaster SJ, Mountford AJ, Hughes DL, Schormann M, Bochmann M (2003) Ansa-metallocenes with B-N and B-P linkages: the importance of N-H···F-C hydrogen bonding in pentafluorophenyl boron compounds. J Organomet Chem 680:193–205
45.
Zurück zum Zitat Denis J-M, Forintos H, Szelke H, Toupet L, Pham T-N, Madec P-J, Gaumont A-C (2003) B(C6F5)3-catalyzed formation of B-P bonds by dehydrocoupling of phosphine-boranes. Chem Commun 54–55 Denis J-M, Forintos H, Szelke H, Toupet L, Pham T-N, Madec P-J, Gaumont A-C (2003) B(C6F5)3-catalyzed formation of B-P bonds by dehydrocoupling of phosphine-boranes. Chem Commun 54–55
46.
Zurück zum Zitat Chase PA, Parvez M, Piers WE (2006) Trimethylphosphine-tris(pentafluorophenyl)borane. Acta Cryst E 62:o5181–o5183 Chase PA, Parvez M, Piers WE (2006) Trimethylphosphine-tris(pentafluorophenyl)borane. Acta Cryst E 62:o5181–o5183
47.
Zurück zum Zitat Welch GC, Holtrichter-Roessmann T, Stephan DW (2008) Thermal Rearrangement of Phosphine-B(C6F5)3 Adducts. Inorg Chem 47:1904–1906 Welch GC, Holtrichter-Roessmann T, Stephan DW (2008) Thermal Rearrangement of Phosphine-B(C6F5)3 Adducts. Inorg Chem 47:1904–1906
48.
Zurück zum Zitat Spies P, Kehr G, Bergander K, Wibbeling B, Fröhlich R, Erker G (2009) Metal-free dihydrogen activation chemistry: structural and dynamic features of intramolecular P/B pairs. Dalton Trans 1534–1541 Spies P, Kehr G, Bergander K, Wibbeling B, Fröhlich R, Erker G (2009) Metal-free dihydrogen activation chemistry: structural and dynamic features of intramolecular P/B pairs. Dalton Trans 1534–1541
49.
Zurück zum Zitat Spies P (2008) Von P-substituierten Zirconocenen zu metallfreier Wasserstoffaktivierung. Dissertation, Münster Spies P (2008) Von P-substituierten Zirconocenen zu metallfreier Wasserstoffaktivierung. Dissertation, Münster
50.
Zurück zum Zitat Schwendemann S (2008) Hydrierungsreaktionen mit sterisch gehinderten Phosphan-Boran-Addukten. Diplomarbeit, Münster Schwendemann S (2008) Hydrierungsreaktionen mit sterisch gehinderten Phosphan-Boran-Addukten. Diplomarbeit, Münster
51.
Zurück zum Zitat Binger P, Köster R (1974) Organo-1,2-phosphaboretene. J Organomet Chem 73:205–210 Binger P, Köster R (1974) Organo-1,2-phosphaboretene. J Organomet Chem 73:205–210
52.
Zurück zum Zitat Hagelee LA, Köster R (1977) Boron compounds XLIV: The influence of silicon on the formation of (Z/E)-tetrasubstituted ethylenes via 1-alkynylborates. Synth React Inorg Met Org Chem 7:53–67 Hagelee LA, Köster R (1977) Boron compounds XLIV: The influence of silicon on the formation of (Z/E)-tetrasubstituted ethylenes via 1-alkynylborates. Synth React Inorg Met Org Chem 7:53–67
53.
Zurück zum Zitat Balueva AS, Erastov OA (1988) Synthesis of 3,4,6-borataoxaphosphoniacyclohexenes. Russ Chem Bull 37:151–153 (Izv Akad Nauk SSSR Ser Khim 163–165) Balueva AS, Erastov OA (1988) Synthesis of 3,4,6-borataoxaphosphoniacyclohexenes. Russ Chem Bull 37:151–153 (Izv Akad Nauk SSSR Ser Khim 163–165)
54.
Zurück zum Zitat Grobe J, Martin R (1992) Alternativ-Liganden. XXIV Rhodium(I)-Komplexe mit P-Donor- und Sn- bzw. B-Akzeptor-Liganden. Z Anorg Allg Chem 607:146–152 Grobe J, Martin R (1992) Alternativ-Liganden. XXIV Rhodium(I)-Komplexe mit P-Donor- und Sn- bzw. B-Akzeptor-Liganden. Z Anorg Allg Chem 607:146–152
55.
Zurück zum Zitat Balueva AS, Nikonov GN (1993) Synthesis and properties of 1-diphenylboryl-2-diphenylphosphino-1,2-diphenylethene. Russ Chem Bull 42:341–343 (Izv Akad Nauk Ser Khim 378–380) Balueva AS, Nikonov GN (1993) Synthesis and properties of 1-diphenylboryl-2-diphenylphosphino-1,2-diphenylethene. Russ Chem Bull 42:341–343 (Izv Akad Nauk Ser Khim 378–380)
56.
Zurück zum Zitat Wrackmeyer B (1995) 1,1-Organoboration of alkynylsilicon, -germanium, -tin and -lead compounds. Coord Chem Rev 145:125–156 Wrackmeyer B (1995) 1,1-Organoboration of alkynylsilicon, -germanium, -tin and -lead compounds. Coord Chem Rev 145:125–156
57.
Zurück zum Zitat Wrackmeyer B (2006) Metallacyclopentadienes and Related Heterocycles via 1,1-Organoboration of Alkyn-1-ylmetal Compounds. Heteroat Chem 17:188–208 Wrackmeyer B (2006) Metallacyclopentadienes and Related Heterocycles via 1,1-Organoboration of Alkyn-1-ylmetal Compounds. Heteroat Chem 17:188–208
58.
Zurück zum Zitat Grobe J, Lütke-Brochtrup K, Krebs B, Läge M, Niemeyer H-H, Würthwein E-U (2006) Alternativ-Liganden, XXXVII. Phosphanliganden mit Bor als Lewis-acidem Zentrum: Synthese und Koordinationseigenschaften. Z Naturforsch 61b:882–895 Grobe J, Lütke-Brochtrup K, Krebs B, Läge M, Niemeyer H-H, Würthwein E-U (2006) Alternativ-Liganden, XXXVII. Phosphanliganden mit Bor als Lewis-acidem Zentrum: Synthese und Koordinationseigenschaften. Z Naturforsch 61b:882–895
59.
Zurück zum Zitat Balueva AS, Nikonov GN, Arbuzov BA, Musin RZ, Efremov YY (1991) Synthesis and some properties of o-borylphenylphosphine. Russ Chem Bull 40:2103–2105 (Izv Akad Nauk SSSR Ser Khim 2397–2399) Balueva AS, Nikonov GN, Arbuzov BA, Musin RZ, Efremov YY (1991) Synthesis and some properties of o-borylphenylphosphine. Russ Chem Bull 40:2103–2105 (Izv Akad Nauk SSSR Ser Khim 2397–2399)
60.
Zurück zum Zitat Bontemps S, Bouhadir G, Miqueu K, Bourissou D (2006) On the Versatile and Unusual Coordination Behavior of Ambiphilic Ligands o-R2P(Ph)BR’2. J Am Chem Soc 128:12056–12057 Bontemps S, Bouhadir G, Miqueu K, Bourissou D (2006) On the Versatile and Unusual Coordination Behavior of Ambiphilic Ligands o-R2P(Ph)BR’2. J Am Chem Soc 128:12056–12057
61.
Zurück zum Zitat Fontaine F-G, Boudreau J, Thibault M-H (2008) Coordination Chemistry of Neutral (Ln)–Z Amphoteric and Ambiphilic Ligands. Eur J Inorg Chem 5439–5454 Fontaine F-G, Boudreau J, Thibault M-H (2008) Coordination Chemistry of Neutral (Ln)–Z Amphoteric and Ambiphilic Ligands. Eur J Inorg Chem 5439–5454
62.
Zurück zum Zitat Bouhadir G, Amgoune A, Bourissou D (2010) Phosphine-Boranes and Related Ambiphilic Compounds: Synthesis, Structure, and Coordination to Transition Metals. Adv Organomet Chem 58:1–107 Bouhadir G, Amgoune A, Bourissou D (2010) Phosphine-Boranes and Related Ambiphilic Compounds: Synthesis, Structure, and Coordination to Transition Metals. Adv Organomet Chem 58:1–107
63.
Zurück zum Zitat Kehr G, Erker G (2012) 1,1-Carboboration. Chem Commun 48:1839–1850 Kehr G, Erker G (2012) 1,1-Carboboration. Chem Commun 48:1839–1850
64.
Zurück zum Zitat Chen C, Eweiner F, Wibbeling B, Fröhlich R, Senda S, Ohki Y, Tatsumi K, Grimme S, Kehr G, Erker G (2010) Exploring the Limits of Frustrated Lewis Pair Chemistry with Alkynes: Detection of a System that Favors 1,1-Carboboration over Cooperative 1,2-P/B-Addition. Chem Asian J 5:2199–2208 Chen C, Eweiner F, Wibbeling B, Fröhlich R, Senda S, Ohki Y, Tatsumi K, Grimme S, Kehr G, Erker G (2010) Exploring the Limits of Frustrated Lewis Pair Chemistry with Alkynes: Detection of a System that Favors 1,1-Carboboration over Cooperative 1,2-P/B-Addition. Chem Asian J 5:2199–2208
65.
Zurück zum Zitat Chen C, Kehr G, Fröhlich R, Erker G (2010) Carbon–Carbon Bond Activation by 1,1-Carboboration of Internal Alkynes. J Am Chem Soc 132:13594–13595 Chen C, Kehr G, Fröhlich R, Erker G (2010) Carbon–Carbon Bond Activation by 1,1-Carboboration of Internal Alkynes. J Am Chem Soc 132:13594–13595
66.
Zurück zum Zitat Jiang C, Blacque O, Berke H (2010) Activation of Terminal Alkynes by Frustrated Lewis Pairs. Organometallics 29:125–133 Jiang C, Blacque O, Berke H (2010) Activation of Terminal Alkynes by Frustrated Lewis Pairs. Organometallics 29:125–133
67.
Zurück zum Zitat Fan C, Piers WE, Parvez M, McDonald R (2010) Divergent Reactivity of Perfluoropentaphenylborole with Alkynes. Organometallics 29:5132–5139 Fan C, Piers WE, Parvez M, McDonald R (2010) Divergent Reactivity of Perfluoropentaphenylborole with Alkynes. Organometallics 29:5132–5139
68.
Zurück zum Zitat Chen C, Voss T, Fröhlich R, Kehr G, Erker G (2011) 1,1-Carboboration of 1-Alkynes: A Conceptional Alternative to the Hydroboration Reaction. Org Lett 13:62–65 Chen C, Voss T, Fröhlich R, Kehr G, Erker G (2011) 1,1-Carboboration of 1-Alkynes: A Conceptional Alternative to the Hydroboration Reaction. Org Lett 13:62–65
69.
Zurück zum Zitat Massey AG, Park AJ, Stone FGA (1963) Tris(pentafluorophenyl)boron. Proc Chem Soc 212 Massey AG, Park AJ, Stone FGA (1963) Tris(pentafluorophenyl)boron. Proc Chem Soc 212
70.
Zurück zum Zitat Massey AG, Park AJ (1964) Perfluorophenyl derivatives of the elements I. Tris(pentafluorophenyl)boron. J Organomet Chem 2:245–250 Massey AG, Park AJ (1964) Perfluorophenyl derivatives of the elements I. Tris(pentafluorophenyl)boron. J Organomet Chem 2:245–250
71.
Zurück zum Zitat Ekkert O, Kehr G, Fröhlich R, Erker G (2011) Phosphirenium-borate zwitterion: formation in the 1,1-carboboration reaction of phosphinylalkynes. Chem Commun 47:10482–10484 Ekkert O, Kehr G, Fröhlich R, Erker G (2011) Phosphirenium-borate zwitterion: formation in the 1,1-carboboration reaction of phosphinylalkynes. Chem Commun 47:10482–10484
72.
Zurück zum Zitat Möbus J, Bonnin Q, Ueda K, Fröhlich R, Itami K, Kehr G, Erker G (2012) The 1,1-Carboboration of Bis(alkynyl)phosphanes as a Route to Phosphole Compounds. Angew Chem Int Ed 51:1954–1957 (Angew Chem 124:1990–1993) Möbus J, Bonnin Q, Ueda K, Fröhlich R, Itami K, Kehr G, Erker G (2012) The 1,1-Carboboration of Bis(alkynyl)phosphanes as a Route to Phosphole Compounds. Angew Chem Int Ed 51:1954–1957 (Angew Chem 124:1990–1993)
73.
Zurück zum Zitat Ekkert O, Kehr G, Fröhlich R, Erker G (2011) P-C Bond Activation Chemistry: Evidence for 1,1-Carboboration Reactions Proceeding with Phosphorus-Carbon Bond Cleavage. J Am Chem Soc 133:4610–4616 Ekkert O, Kehr G, Fröhlich R, Erker G (2011) P-C Bond Activation Chemistry: Evidence for 1,1-Carboboration Reactions Proceeding with Phosphorus-Carbon Bond Cleavage. J Am Chem Soc 133:4610–4616
74.
Zurück zum Zitat Sumerin V, Schulz F, Atsumi M, Wang C, Nieger M, Leskelä M, Repo T, Pyykkö P, Rieger B (2008) Molecular Tweezers for Hydrogen: Synthesis, Characterization, and Reactivity. J Am Chem Soc 130:14117–14119 Sumerin V, Schulz F, Atsumi M, Wang C, Nieger M, Leskelä M, Repo T, Pyykkö P, Rieger B (2008) Molecular Tweezers for Hydrogen: Synthesis, Characterization, and Reactivity. J Am Chem Soc 130:14117–14119
75.
Zurück zum Zitat Sumerin V, Schulz F, Nieger M, Atsumi M, Wang C, Leskelä M, Pyykkö P, Repo T, Rieger B (2009) Experimental and theoretical treatment of hydrogen splitting and storage in boron–nitrogen systems. J Organomet Chem 694:2654–2660 Sumerin V, Schulz F, Nieger M, Atsumi M, Wang C, Leskelä M, Pyykkö P, Repo T, Rieger B (2009) Experimental and theoretical treatment of hydrogen splitting and storage in boron–nitrogen systems. J Organomet Chem 694:2654–2660
76.
Zurück zum Zitat Herrigton TJ, Thom AJW, White AJP, Ashley AE (2012) Novel H2 activation by a tris[3,5-bis(trifluoromethyl)phenyl]borane frustrated Lewis pair. Dalton Trans 41:9019–9022 Herrigton TJ, Thom AJW, White AJP, Ashley AE (2012) Novel H2 activation by a tris[3,5-bis(trifluoromethyl)phenyl]borane frustrated Lewis pair. Dalton Trans 41:9019–9022
77.
Zurück zum Zitat Schulz F, Sumerin V, Heikkinen S, Pedersen B, Wang C, Atsumi M, Leskelä M, Repo T, Pyykkö P, Petry W, Rieger B (2011) Molecular Hydrogen Tweezers: Structure and Mechanism by Neutron Diffraction, NMR, and Deuterium Labeling Studies in Solid and Solution. J Am Chem Soc 133:20245–20257 Schulz F, Sumerin V, Heikkinen S, Pedersen B, Wang C, Atsumi M, Leskelä M, Repo T, Pyykkö P, Petry W, Rieger B (2011) Molecular Hydrogen Tweezers: Structure and Mechanism by Neutron Diffraction, NMR, and Deuterium Labeling Studies in Solid and Solution. J Am Chem Soc 133:20245–20257
78.
Zurück zum Zitat Schwendemann S, Fröhlich R, Kehr G, Erker G (2011) Intramolecular frustrated N/B Lewis pairs by enamine hydroboration. Chem Sci 2:1842–1849 Schwendemann S, Fröhlich R, Kehr G, Erker G (2011) Intramolecular frustrated N/B Lewis pairs by enamine hydroboration. Chem Sci 2:1842–1849
79.
Zurück zum Zitat Millot N, Santini CC, Fenet B, Basset JM (2002) Formation and Characterization of Zwitterionic Stereoisomers from the Reaction of B(C6F5)3 and NEt2Ph: (E)- and (Z)-[EtPhN+=CHCH2-B−(C6F5)3]. Eur J Inorg Chem 3328–3335 Millot N, Santini CC, Fenet B, Basset JM (2002) Formation and Characterization of Zwitterionic Stereoisomers from the Reaction of B(C6F5)3 and NEt2Ph: (E)- and (Z)-[EtPhN+=CHCH2-B(C6F5)3]. Eur J Inorg Chem 3328–3335
80.
Zurück zum Zitat Liptau P, Neumann M, Erker G, Kehr G, Fröhlich R, Grimme S (2004) Responsive Iron Neighboring Group Participation in Amino-Substituent-Stabilized [3]ferrocenophane α-Carbenium Ions: A Combined Theoretical and Experimental Study. Organometallics 23:21–25 Liptau P, Neumann M, Erker G, Kehr G, Fröhlich R, Grimme S (2004) Responsive Iron Neighboring Group Participation in Amino-Substituent-Stabilized [3]ferrocenophane α-Carbenium Ions: A Combined Theoretical and Experimental Study. Organometallics 23:21–25
81.
Zurück zum Zitat Piers WE (2004) The Chemistry of Perfluoroaryl Boranes. Adv Organomet Chem 52:1–76 Piers WE (2004) The Chemistry of Perfluoroaryl Boranes. Adv Organomet Chem 52:1–76
82.
Zurück zum Zitat Focante F, Mercandelli P, Sironi A, Resconi L (2006) Complexes of tris(pentafluorophenyl)-boron with nitrogen-containing compounds: Synthesis, reactivity and metallocene activation. Coord Chem Rev 250:170–188 Focante F, Mercandelli P, Sironi A, Resconi L (2006) Complexes of tris(pentafluorophenyl)-boron with nitrogen-containing compounds: Synthesis, reactivity and metallocene activation. Coord Chem Rev 250:170–188
83.
Zurück zum Zitat Sumerin V, Schulz F, Nieger M, Leskelä M, Repo T, Rieger B (2008) Facile Heterolytic H2 Activation by Amines and B(C6F5)3. Angew Chem Int Ed 47:6001–6003 (Angew Chem 120:6090–6092) Sumerin V, Schulz F, Nieger M, Leskelä M, Repo T, Rieger B (2008) Facile Heterolytic H2 Activation by Amines and B(C6F5)3. Angew Chem Int Ed 47:6001–6003 (Angew Chem 120:6090–6092)
84.
Zurück zum Zitat Farrell JM, Heiden ZM, Stephan DW (2011) Metal-Free Transfer Hydrogenation Catalysis by B(C6F5)3. Organometallics 30:4497–4500 Farrell JM, Heiden ZM, Stephan DW (2011) Metal-Free Transfer Hydrogenation Catalysis by B(C6F5)3. Organometallics 30:4497–4500
85.
Zurück zum Zitat Roesler R, Piers WE, Parvez M (2003) Synthesis, structural characterization and reactivity of the amino borane 1-(NPh2)-2-[B(C6F5)2]C6H4. J Organomet Chem 680:218–222 Roesler R, Piers WE, Parvez M (2003) Synthesis, structural characterization and reactivity of the amino borane 1-(NPh2)-2-[B(C6F5)2]C6H4. J Organomet Chem 680:218–222
86.
Zurück zum Zitat Moebs-Sanchez S, Saffon N, Bouhadir G, Maron L, Bourissou D (2010) Hydrogen fluoride adduct of an ambiphilic phosphine–borane: NMR characterization and theoretical analysis of the bonding situation. Dalton Trans 39:4417–4420 Moebs-Sanchez S, Saffon N, Bouhadir G, Maron L, Bourissou D (2010) Hydrogen fluoride adduct of an ambiphilic phosphine–borane: NMR characterization and theoretical analysis of the bonding situation. Dalton Trans 39:4417–4420
87.
Zurück zum Zitat Geier SJ, Gilbert TM, Stephan DW (2008) Activation of H2 by Phosphinoboranes R2PB(C6F5)2. J Am Chem Soc 130:12632–12633 Geier SJ, Gilbert TM, Stephan DW (2008) Activation of H2 by Phosphinoboranes R2PB(C6F5)2. J Am Chem Soc 130:12632–12633
88.
Zurück zum Zitat Geier SJ, Gilbert TM, Stephan DW (2011) Synthesis and Reactivity of the Phosphinoboranes R2PB(C6F5)2. Inorg Chem 50:336–344 Geier SJ, Gilbert TM, Stephan DW (2011) Synthesis and Reactivity of the Phosphinoboranes R2PB(C6F5)2. Inorg Chem 50:336–344
89.
Zurück zum Zitat Dureen MA, Stephan DW (2010) Reactions of Boron Amidinates with CO2 and CO and Other Small Molecules. J Am Chem Soc 132:13559–13568 Dureen MA, Stephan DW (2010) Reactions of Boron Amidinates with CO2 and CO and Other Small Molecules. J Am Chem Soc 132:13559–13568
90.
Zurück zum Zitat Mömming CM, Frömel S, Kehr G, Fröhlich R, Grimme S, Erker G (2009) Reactions of an Intramolecular Frustrated Lewis Pair with Unsaturated Substrates: Evidence for a Concerted Olefin Addition Reaction. J Am Chem Soc 131:12280–12289 Mömming CM, Frömel S, Kehr G, Fröhlich R, Grimme S, Erker G (2009) Reactions of an Intramolecular Frustrated Lewis Pair with Unsaturated Substrates: Evidence for a Concerted Olefin Addition Reaction. J Am Chem Soc 131:12280–12289
91.
Zurück zum Zitat Ullrich M, Seto KS-H, Lough AJ, Stephan DW (2009) 1,4-Addition reactions of frustrated Lewis pairs to 1,3-dienes. Chem Commun 2335–2337 Ullrich M, Seto KS-H, Lough AJ, Stephan DW (2009) 1,4-Addition reactions of frustrated Lewis pairs to 1,3-dienes. Chem Commun 2335–2337
92.
Zurück zum Zitat Voss T, Chen C, Kehr G, Nauha E, Erker G, Stephan DW (2010) Cyclizations via Frustrated Lewis Pairs: Lewis Acid Induced Intramolecular Additions of Amines to Olefins and Alkynes. Chem Eur J 16:3005–3008 Voss T, Chen C, Kehr G, Nauha E, Erker G, Stephan DW (2010) Cyclizations via Frustrated Lewis Pairs: Lewis Acid Induced Intramolecular Additions of Amines to Olefins and Alkynes. Chem Eur J 16:3005–3008
93.
Zurück zum Zitat Mömming CM (2010) Reaktivität intramolekularer frustrierter LEWIS Paare: Fixierung kleiner Moleküle. Dissertation, Münster Mömming CM (2010) Reaktivität intramolekularer frustrierter LEWIS Paare: Fixierung kleiner Moleküle. Dissertation, Münster
94.
Zurück zum Zitat Mömming CM, Kehr G, Fröhlich R, Erker G (2011) The frustrated Lewis pair induced formation of a pentafulvene [6+4] cycloaddition product. Chem Commun 47:2006–2007 Mömming CM, Kehr G, Fröhlich R, Erker G (2011) The frustrated Lewis pair induced formation of a pentafulvene [6+4] cycloaddition product. Chem Commun 47:2006–2007
95.
Zurück zum Zitat Xu B-H, Mömming CM, Kehr G, Fröhlich R, Erker G (2012) Reaction of a 6-Dimethylaminopentafulvene with the Mes2PCH2CH2B(C6F5)2 Frustrated Lewis Pair. Chem Eur J 18:1826–1830 Xu B-H, Mömming CM, Kehr G, Fröhlich R, Erker G (2012) Reaction of a 6-Dimethylaminopentafulvene with the Mes2PCH2CH2B(C6F5)2 Frustrated Lewis Pair. Chem Eur J 18:1826–1830
96.
Zurück zum Zitat Xu B-H, Adler Yanez RA, Nakatsuka H, Kitamura M, Fröhlich R, Kehr G, Erker G (2012) Reaction of Frustrated Lewis Pairs with Ketones and Esters. Chem Asian J 7:1347–1356 Xu B-H, Adler Yanez RA, Nakatsuka H, Kitamura M, Fröhlich R, Kehr G, Erker G (2012) Reaction of Frustrated Lewis Pairs with Ketones and Esters. Chem Asian J 7:1347–1356
97.
Zurück zum Zitat Mömming CM, Kehr G, Wibbeling B, Fröhlich R, Erker G (2010) Addition reactions to the intramolecular mesityl2P-CH2-CH2-B(C6F5)2 frustrated Lewis pair. Dalton Trans 39:7556–7564 Mömming CM, Kehr G, Wibbeling B, Fröhlich R, Erker G (2010) Addition reactions to the intramolecular mesityl2P-CH2-CH2-B(C6F5)2 frustrated Lewis pair. Dalton Trans 39:7556–7564
98.
Zurück zum Zitat Mömming CM, Kehr G, Wibbeling B, Fröhlich R, Schirmer B, Grimme S, Erker G (2010) Formation of Cyclic Allene and Cumulene by Cooperative Addition of Frustrated Lewis Pairs to Conjugated Enynes and Diynes. Angew Chem Int Ed 49:2414–2417 (Angew Chem 122:2464–2467) Mömming CM, Kehr G, Wibbeling B, Fröhlich R, Schirmer B, Grimme S, Erker G (2010) Formation of Cyclic Allene and Cumulene by Cooperative Addition of Frustrated Lewis Pairs to Conjugated Enynes and Diynes. Angew Chem Int Ed 49:2414–2417 (Angew Chem 122:2464–2467)
99.
Zurück zum Zitat Feldhaus P, Schirmer B, Wibbeling B, Daniliuc CG, Fröhlich R, Grimme S, Kehr G, Erker G (2012) Frustrated Lewis pair addition to conjugated diynes: Formation of zwitterionic 1,2,3-butatriene derivatives. Dalton Trans 41:9135–9142 Feldhaus P, Schirmer B, Wibbeling B, Daniliuc CG, Fröhlich R, Grimme S, Kehr G, Erker G (2012) Frustrated Lewis pair addition to conjugated diynes: Formation of zwitterionic 1,2,3-butatriene derivatives. Dalton Trans 41:9135–9142
100.
Zurück zum Zitat Moebs-Sanchez S, Bouhadir G, Saffon N, Maron L, Bourissou D (2008) Tracking reactive intermediates in phosphine-promoted reactions with ambiphilic phosphino-boranes. Chem Commun 3435–3437 Moebs-Sanchez S, Bouhadir G, Saffon N, Maron L, Bourissou D (2008) Tracking reactive intermediates in phosphine-promoted reactions with ambiphilic phosphino-boranes. Chem Commun 3435–3437
101.
Zurück zum Zitat Arbuzov BA, Nikonov GN, Balueva AS, Kamalov RM, Pudovik MA, Shagidullin RR, Plyamovatyi AK, Khadiullin RS (1991) Reaction of 1,2-borylphosphinoethene with phenyl isocyanate and the structure of the reaction products. Russ Chem Bull 40:2099–2102 (Izv Akad Nauk SSSR Ser Khim 2393–2396) Arbuzov BA, Nikonov GN, Balueva AS, Kamalov RM, Pudovik MA, Shagidullin RR, Plyamovatyi AK, Khadiullin RS (1991) Reaction of 1,2-borylphosphinoethene with phenyl isocyanate and the structure of the reaction products. Russ Chem Bull 40:2099–2102 (Izv Akad Nauk SSSR Ser Khim 2393–2396)
102.
Zurück zum Zitat Cardenas AJP, Culotta BJ, Warren TH, Grimme S, Stute A, Fröhlich R, Kehr G, Erker G (2011) Capture of NO by a Frustrated Lewis Pair: A New Type of Persistent N-Oxyl Radical. Angew Chem Int Ed 50:7567–7571 (Angew Chem 123:7709–7713) Cardenas AJP, Culotta BJ, Warren TH, Grimme S, Stute A, Fröhlich R, Kehr G, Erker G (2011) Capture of NO by a Frustrated Lewis Pair: A New Type of Persistent N-Oxyl Radical. Angew Chem Int Ed 50:7567–7571 (Angew Chem 123:7709–7713)
103.
Zurück zum Zitat Sajid M, Stute A, Cardenas AJP, Culotta BJ, Hepperle JAM, Warren TH, Schirmer B, Grimme S, Studer A, Daniliuc CG, Fröhlich R, Petersen JL, Kehr G, Erker G (2012) N,N-Addition of Frustrated Lewis Pairs to Nitric Oxide: An Easy Entry to a Unique Family of Aminoxyl Radicals. J Am Chem Soc 134:10156–10168 Sajid M, Stute A, Cardenas AJP, Culotta BJ, Hepperle JAM, Warren TH, Schirmer B, Grimme S, Studer A, Daniliuc CG, Fröhlich R, Petersen JL, Kehr G, Erker G (2012) N,N-Addition of Frustrated Lewis Pairs to Nitric Oxide: An Easy Entry to a Unique Family of Aminoxyl Radicals. J Am Chem Soc 134:10156–10168
104.
Zurück zum Zitat Ashley AE, Thompson AL, O’Hare D (2009) Non-Metal-Mediated Homogeneous Hydrogenation of CO2 to CH3OH. Angew Chem Int Ed 48:9839–9843 (Angew Chem 121:10023–10027) Ashley AE, Thompson AL, O’Hare D (2009) Non-Metal-Mediated Homogeneous Hydrogenation of CO2 to CH3OH. Angew Chem Int Ed 48:9839–9843 (Angew Chem 121:10023–10027)
105.
Zurück zum Zitat Ménard G, Stephan DW (2010) Room Temperature Reduction of CO2 to Methanol by Al-Based Frustrated Lewis Pairs and Ammonia Borane. J Am Chem Soc 132:1796–1797 Ménard G, Stephan DW (2010) Room Temperature Reduction of CO2 to Methanol by Al-Based Frustrated Lewis Pairs and Ammonia Borane. J Am Chem Soc 132:1796–1797
106.
Zurück zum Zitat Mömming CM, Otten E, Kehr G, Fröhlich R, Grimme S, Stephan DW, Erker G (2009) Reversible Metal-Free Carbon Dioxide Binding by Frustrated Lewis Pairs. Angew Chem Int Ed 48:6643–6646 (Angew Chem 121:6770–6773) Mömming CM, Otten E, Kehr G, Fröhlich R, Grimme S, Stephan DW, Erker G (2009) Reversible Metal-Free Carbon Dioxide Binding by Frustrated Lewis Pairs. Angew Chem Int Ed 48:6643–6646 (Angew Chem 121:6770–6773)
107.
Zurück zum Zitat Gloaguen Y, Alcaraz G, Pécharman A-F, Clot E, Vendier L, Sabo-Etienne S (2009) Phosphinoborane and Sulfidoborohydride as Chelating Ligands in Polyhydride Ruthenium Complexes: Agostic σ-Borane versus Dihydroborate Coordination. Angew Chem Int Ed 48:2964–2968 (Angew Chem 121:3008–3012) Gloaguen Y, Alcaraz G, Pécharman A-F, Clot E, Vendier L, Sabo-Etienne S (2009) Phosphinoborane and Sulfidoborohydride as Chelating Ligands in Polyhydride Ruthenium Complexes: Agostic σ-Borane versus Dihydroborate Coordination. Angew Chem Int Ed 48:2964–2968 (Angew Chem 121:3008–3012)
108.
Zurück zum Zitat Walker JM, Cox AM, Wang R, Spivak GJ (2010) Synthesis and Reactivity of [(PhB(CH2PPh2)3-κ3 P)Ru(NCMe)3]PF6 and Its Potential as a Transfer Hydrogenation Catalyst. Organometallics 29:6121–6124 Walker JM, Cox AM, Wang R, Spivak GJ (2010) Synthesis and Reactivity of [(PhB(CH2PPh2)33 P)Ru(NCMe)3]PF6 and Its Potential as a Transfer Hydrogenation Catalyst. Organometallics 29:6121–6124
109.
Zurück zum Zitat Miller AJM, Labinger JA, Bercaw JE (2010) Homogeneous CO Hydrogenation: Ligand Effects on the Lewis Acid-Assisted Reductive Coupling of Carbon Monoxide. Organometallics 29:4499–4516 Miller AJM, Labinger JA, Bercaw JE (2010) Homogeneous CO Hydrogenation: Ligand Effects on the Lewis Acid-Assisted Reductive Coupling of Carbon Monoxide. Organometallics 29:4499–4516
110.
Zurück zum Zitat Schnurr A, Vitze H, Bolte M, Lerner H-W, Wagner M (2010) Rigid, Fluoroarene-Containing Phosphonium Borates and Boranes: Syntheses and Reactivity Studies. Organometallics 29:6012–6019 Schnurr A, Vitze H, Bolte M, Lerner H-W, Wagner M (2010) Rigid, Fluoroarene-Containing Phosphonium Borates and Boranes: Syntheses and Reactivity Studies. Organometallics 29:6012–6019
111.
Zurück zum Zitat Schnurr A, Bolte M, Lerner H-W, Wagner M (2012) Cyclic Phosphonium Bis(fluoroaryl)boranes – Trends in Lewis Acidities and Application in Diels-Alder Catalysis. Eur J Inorg Chem 112–120 Schnurr A, Bolte M, Lerner H-W, Wagner M (2012) Cyclic Phosphonium Bis(fluoroaryl)boranes – Trends in Lewis Acidities and Application in Diels-Alder Catalysis. Eur J Inorg Chem 112120
112.
Zurück zum Zitat Stute A, Kehr G, Fröhlich R, Erker G (2011) Chemistry of a geminal frustrated Lewis pair featuring electron withdrawing C6F5 substituents at both phosphorus and boron. Chem Commun 47:4288–4290 Stute A, Kehr G, Fröhlich R, Erker G (2011) Chemistry of a geminal frustrated Lewis pair featuring electron withdrawing C6F5 substituents at both phosphorus and boron. Chem Commun 47:4288–4290
113.
Zurück zum Zitat Bebbington MWP, Bontemps S, Bouhadir G, Bourissou D (2007) Photoisomerizable Heterodienes Derived from a Phosphine Borane. Angew Chem Int Ed 46:3333–3336 (Angew Chem 119:3397–3400) Bebbington MWP, Bontemps S, Bouhadir G, Bourissou D (2007) Photoisomerizable Heterodienes Derived from a Phosphine Borane. Angew Chem Int Ed 46:3333–3336 (Angew Chem 119:3397–3400)
114.
Zurück zum Zitat Kim Y, Hudnall TW, Bouhadir G, Bourissou D, Gabbaï FP (2009) Azide ion recognition in water – CHCl3 using a chelating phosphonium borane as a receptor. Chem Commun 3729–3731 Kim Y, Hudnall TW, Bouhadir G, Bourissou D, Gabbaï FP (2009) Azide ion recognition in water – CHCl3 using a chelating phosphonium borane as a receptor. Chem Commun 3729–3731
115.
Zurück zum Zitat Rosorius C, Kehr G, Fröhlich R, Grimme S, Erker G (2011) Electronic Control of Frustrated Lewis Pair Behavior: Chemistry of a Geminal Alkylidene-Bridged Per-pentafluorophenylated P/B Pair. Organometallics 30:4211–4219 Rosorius C, Kehr G, Fröhlich R, Grimme S, Erker G (2011) Electronic Control of Frustrated Lewis Pair Behavior: Chemistry of a Geminal Alkylidene-Bridged Per-pentafluorophenylated P/B Pair. Organometallics 30:4211–4219
116.
Zurück zum Zitat Bertini F, Lyaskovskyy V, Timmer BJJ, de Kanter FJJ, Lutz M, Ehlers AW, Slootweg JC, Lammertsma K (2012) Preorganized Frustrated Lewis Pairs. J Am Chem Soc 134:201–204 Bertini F, Lyaskovskyy V, Timmer BJJ, de Kanter FJJ, Lutz M, Ehlers AW, Slootweg JC, Lammertsma K (2012) Preorganized Frustrated Lewis Pairs. J Am Chem Soc 134:201–204
117.
Zurück zum Zitat Appelt C, Slootweg C, Lammertsma K, Uhl W (2012) A Phosphorus/Aluminum-Based Frustrated Lewis Pair as an Ion Pair Receptor: Alkali Metal Hydride Adducts and Phase-Transfer Catalysis. Angew Chem Int Ed 51:5911–5914 (Angew Chem 124:6013–6016) Appelt C, Slootweg C, Lammertsma K, Uhl W (2012) A Phosphorus/Aluminum-Based Frustrated Lewis Pair as an Ion Pair Receptor: Alkali Metal Hydride Adducts and Phase-Transfer Catalysis. Angew Chem Int Ed 51:5911–5914 (Angew Chem 124:6013–6016)
118.
Zurück zum Zitat Grimme S, Kruse H, Goerigk L, Erker G (2010) The Mechanism of Dihydrogen Activation by Frustrated Lewis Pairs Revisited. Angew Chem Int Ed 49:1402–1405 (Angew Chem 122:1444–1447) Grimme S, Kruse H, Goerigk L, Erker G (2010) The Mechanism of Dihydrogen Activation by Frustrated Lewis Pairs Revisited. Angew Chem Int Ed 49:1402–1405 (Angew Chem 122:1444–1447)
119.
Zurück zum Zitat Rokob TA, Hamza A, Stirling A, Soós T, Pápai I (2008) Turning Frustration into Bond Activation: A Theoretical Mechanistic Study on Heterolytic Hydrogen Splitting by Frustrated Lewis Pairs. Angew Chem Int Ed 47:2435–2438 (Angew Chem 123:12435–12439) Rokob TA, Hamza A, Stirling A, Soós T, Pápai I (2008) Turning Frustration into Bond Activation: A Theoretical Mechanistic Study on Heterolytic Hydrogen Splitting by Frustrated Lewis Pairs. Angew Chem Int Ed 47:2435–2438 (Angew Chem 123:12435–12439)
120.
Zurück zum Zitat Guo Y, Li S (2008) Unusual Concerted Lewis Acid-Lewis Base Mechanism for Hydrogen Activation by a Phosphine-Borane Compound. Inorg Chem 47:6212–6219 Guo Y, Li S (2008) Unusual Concerted Lewis Acid-Lewis Base Mechanism for Hydrogen Activation by a Phosphine-Borane Compound. Inorg Chem 47:6212–6219
121.
Zurück zum Zitat Hamza A, Stirling A, Rokob TA, Pápai I (2009) Mechanism of Hydrogen Activation by Frustrated Lewis Pairs: A Molecular Orbital Approach. Int J Quantum Chem 109:2416–2425 Hamza A, Stirling A, Rokob TA, Pápai I (2009) Mechanism of Hydrogen Activation by Frustrated Lewis Pairs: A Molecular Orbital Approach. Int J Quantum Chem 109:2416–2425
122.
Zurück zum Zitat Rajeev R, Sunoj RB (2009) On the Origin of Reversible Hydrogen Activation by Phosphine-Boranes. Chem Eur J 15:12846–12855 Rajeev R, Sunoj RB (2009) On the Origin of Reversible Hydrogen Activation by Phosphine-Boranes. Chem Eur J 15:12846–12855
123.
Zurück zum Zitat Rokob TA, Hamza A, Pápai I (2009) Rationalizing the Reactivity of Frustrated Lewis Pairs: Thermodynamics of H2 Activation and the Role of Acid–Base Properties. J Am Chem Soc 131:10701–10710 Rokob TA, Hamza A, Pápai I (2009) Rationalizing the Reactivity of Frustrated Lewis Pairs: Thermodynamics of H2 Activation and the Role of Acid–Base Properties. J Am Chem Soc 131:10701–10710
124.
Zurück zum Zitat Durfey BL, Gilbert TM (2011) Computational Studies of Lewis Acidities of Tris(fluorophenyl)-Substituted Boranes: An Additive Relationship between Lewis Acidity and Fluorine Position. Inorg Chem 50:7871–7879 Durfey BL, Gilbert TM (2011) Computational Studies of Lewis Acidities of Tris(fluorophenyl)-Substituted Boranes: An Additive Relationship between Lewis Acidity and Fluorine Position. Inorg Chem 50:7871–7879
125.
Zurück zum Zitat Lu Z, Cheng Z, Chen Z, Weng L, Li ZH, Wang H (2011) Heterolytic Cleavage of Dihydrogen by “Frustrated Lewis Pairs” Comprising Bis(2,4,6-tris(trifluoromethyl)phenyl)borane and Amines: Stepwise versus Concerted Mechanism. Angew Chem Int Ed 50:12227–12231 (Angew Chem 123:12435–12439) Lu Z, Cheng Z, Chen Z, Weng L, Li ZH, Wang H (2011) Heterolytic Cleavage of Dihydrogen by “Frustrated Lewis Pairs” Comprising Bis(2,4,6-tris(trifluoromethyl)phenyl)borane and Amines: Stepwise versus Concerted Mechanism. Angew Chem Int Ed 50:12227–12231 (Angew Chem 123:12435–12439)
Metadaten
Titel
Intramolecular Frustrated Lewis Pairs: Formation and Chemical Features
verfasst von
Gerald Kehr
Sina Schwendemann
Gerhard Erker
Copyright-Jahr
2013
Verlag
Springer Berlin Heidelberg
DOI
https://doi.org/10.1007/128_2012_373

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