Skip to main content
Disciplines
Automotive Business IT + Informatics Construction + Real Estate Electrical Engineering + Electronics Energy + Sustainability Insurance + Risk Finance + Banking Management + Leadership Marketing + Sales Mechanical Engineering + Materials
Events
DE
EN
Books
Journals
Topic Page
Marketing
Start single access now
Access for companies
EXTENDED SEARCH
Log in
Top
Published in:
Introduction Read chapter Read first chapter

2016 | OriginalPaper | Chapter

3. Silicon–Nitrogen Dehydrocoupling

Author : David J. Liptrot

Published in: Group 2 Mediated Dehydrocoupling

Publisher: Springer International Publishing

Log in

Activate our intelligent search to find suitable subject content or patents.

search-config
loading …

Abstract

Silicon–nitrogen coupling is a reaction of significant interest. Compounds containing Si–N bonds are utilised as silylating agents [1], bases [2], ligands and ceramic precursors [3] and furthermore silanes act as protecting groups for amides, and vice versa [4]. Current synthetic routes to these compounds rely on the atom uneconomical aminolysis of chlorosilanes yielding the desired product and HCl, which creates highly acidic reaction conditions, reducing functional group tolerance and acts as a waste stream [5].

Dont have a licence yet? Then find out more about our products and how to get one now:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

inform now

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

inform now

Springer Professional "Wirtschaft"

Online-Abonnement

Mit Springer Professional "Wirtschaft" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 340 Zeitschriften

aus folgenden Fachgebieten:

  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Versicherung + Risiko




Jetzt Wissensvorsprung sichern!

inform now
previous chapter Group 1-Group 2 Bimetallic Alkyls and Hydrides
next chapter Boron–Nitrogen Dehydrocoupling
Literature
1.
C.A. Roth, Product R&D 11, 134 (1972); Y. Tanabe, M. Murakami, K. Kitaichi, Y. Yoshida, Tetrahedron Lett. 35, 8409 (1994); Y. Tanabe, T. Misaki, M. Kurihara, A. Iida, Y. Nishii, Chem. Commun. 1628 (2002)
2.
3.
4.
P.G.M. Wuts, W. Greeneodora, T.W. Greene, in Greene’s Protective Groups in Organic Synthesis (2006)
5.
C. Eaborn, in Organosilicon Compounds (Butterworths, London, 1960); R. Fessenden, J.S. Fessenden, Chem. Rev. 61, 361 (1961); V. Passarelli, G. Carta, G. Rossetto, P. Zanella, Dalton Trans. 413 (2003)
6.
7.
E. Matarasso-Tchiroukhine, J. Chem. Soc.-Chem. Commun. 681 (1990)
8.
9.
J.A. Reichl, D.H. Berry, in Advances in Organometallic Chemistry, ed. by F.H. Robert West and Anthony (Academic Press, 1998), pp. 197–265
10.
11.
12.
K. Takaki, T. Kamata, Y. Miura, T. Shishido, K. Takehira, J. Org. Chem. 64, 3891 (1999); K. Takaki, K. Komeyama, K. Takehira, Tetrahedron 59, 10381 (2003); Y. Chen, H. Song, C. Cui, Angew. Chem.-Int. Ed. 49, 8958 (2010); W. Xie, H. Hu, C. Cui, Angew. Chem.-Int. Ed. 51, 11141 (2012)
13.
J.X. Wang, A.K. Dash, J.C. Berthet, M. Ephritikhine, M.S. Eisen, J. Organomet. Chem. 610, 49 (2000)CrossRef
14.
15.
J.F. Dunne, S.R. Neal, J. Engelkemier, A. Ellern, A.D. Sadow, J. Am. Chem. Soc. 133, 16782 (2011)CrossRef
16.
A. Xia, M.J. Heeg, C.H. Winter, Organometallics 21, 4718 (2002); M.M. Olmstead, W.J. Grigsby, D.R. Chacon, T. Hascall, P.P. Power, Inorg. Chim. Acta 251, 273; D.R. Armstrong, W. Clegg, R.E. Mulvey, R.B. Rowlings, J. Chem. Soc.-Dalton Trans. 409 (2001); J.R. Lachs, A.G.M. Barrett, M.R. Crimmin, G. Kociok-Köhn, M.S. Hill, M.F. Mahon, P.A. Procopiou, Eur. J. Inorg. Chem. 4173 (2008); A.G.M. Barrett, I.J. Casely, M.R. Crimmin, M.S. Hill, J.R. Lachs, M.F. Mahon, P.A. Procopiou, Inorg. Chem. 48, 4445 (2009)
17.
P.B. Hitchcock, M.F. Lappert, G.A. Lawless, B. Royo, J. Chem. Soc.-Chem. Commun. 1141 (1990); M. Westerhausen, Inorg. Chem. 30, 96 (1991); W. Vargas, U. Englich, K. Ruhlandt-Senge, Inorg. Chem. 41, 5602 (2002); L.T. Wendell, J. Bender, X. He, B.C. Noll, K.W. Henderson, Organometallics 25, 4953 (2006); M.S. Hill, G. Kociok-Köhn, D.J. MacDougall, Inorg. Chem. 50, 5234 (2011)
18.
M. Veith, W. Frank, F. Töllner, H. Lange, J. Organomet. Chem. 326, 315 (1987); C. Pi, L. Wan, Y. Gu, H. Wu, C. Wang, W. Zheng, L. Weng, Z. Chen, X. Yang, L. Wu, Organometallics 28, 5281 (2009); D. Yang, Y. Ding, H. Wu, W. Zheng, Inorg. Chem. 50, 7698 (2011); V.L. Blair, W. Clegg, A.R. Kennedy, Z. Livingstone, L. Russo, E. Hevia, Angew. Chem.-Int. Ed. 50, 9857 (2011)
19.
20.
M. Arrowsmith, M.R. Crimmin, A.G.M. Barrett, M.S. Hill, G. Kociok-Köhn, P.A. Procopiou, Organometallics 30, 1493 (2011); C. Brinkmann, A.G.M. Barrett, M.S. Hill, P.A. Procopiou, J. Am. Chem. Soc. 134, 2193 (2012); C. Brinkmann, A.G.M. Barrett, M.S. Hill, P.A. Procopiou, S. Reid, Organometallics 31, 7287 (2012)
21.
A.G.M. Barrett, C. Brinkmann, M.R. Crimmin, M.S. Hill, P. Hunt, P.A. Procopiou, J. Am. Chem. Soc. 131, 12906 (2009)CrossRef
22.
M. Arrowsmith, M.S. Hill, G. Kociok-Köhn, Organometallics 30, 1291 (2011); B. Liu, T. Roisnel, J.-F. Carpentier, Y. Sarazin, Angew. Chem.-Int. Ed. 51, 4943 (2012)
23.
K. Jones, M.F. Lappert, J. Chem. Soc. (Res) 1944 (1965); I.M. Thomas, Can. J. Chem. 39, 1386 (1961)
24.
W.P. Neumann, B. Schneider, R. Sommer, Justus Liebigs Ann. Chem. 692, 1 (1966)CrossRef
25.
U. Schubert, J. Pfeiffer, F. Stöhr, D. Sturmayr, S. Thompson, J. Organomet. Chem. 646, 53 (2002); S.M. Thompson, U. Schubert, Inorg. Chim. Acta 350, 329 (2003); T.N. Mitchell, A. Amamria, H. Killing, D. Rutschow, J. Organomet. Chem. 304, 257 (1986); V.I. Dodero, T.N. Mitchell, J.C. Podestá, Organometallics 22, 856 (2003); H.X. Zhang, F. Guibe, G. Balavoine, J. Org. Chem. 55, 1857 (1990)
26.
A.Z. Voskoboynikov, I.N. Parshina, A.K. Shestakova, K.P. Butin, I.P. Beletskaya, L.G. Kuz’mina, J.A.K. Howard, Organometallics 16, 4041 (1997)CrossRef
27.
A. Bourderioux, S. Routier, V. Bénéteau, J.-Y. Mérour, Tetrahedron 63, 9465 (2007); W. Qu, M.-P. Kung, C. Hou, T.E. Benedum, H.F. Kung, J. Med. Chem. 50, 2157 (2007)
28.
M. Trummer, F. Choffat, P. Smith, W. Caseri, Macromol. Rapid Commun. 33, 448 (2012)CrossRef
29.
B. Wrackmeyer, in Annual Reports on NMR Spectroscopy, ed. by G.A. Webb (Academic Press, 1999), pp. 203–264
30.
Z. Padělková, A. Havlík, P. Švec, M.S. Nechaev, A. Růžička, J. Organomet. Chem. 695, 2651 (2010)CrossRef
31.
M.R. Crimmin, A.G.M. Barrett, M.S. Hill, D.J. MacDougall, M.F. Mahon, P.A. Procopiou, Chem.-Eur. J. 14, 11292–11295 (2008)CrossRef
Metadata
Title
Silicon–Nitrogen Dehydrocoupling
Author
David J. Liptrot
Copyright Year
2016
Book
Group 2 Mediated Dehydrocoupling

Print ISBN: 978-3-319-21035-3

Electronic ISBN: 978-3-319-21036-0

Copyright Year: 2016

DOI
https://doi.org/10.1007/978-3-319-21036-0_3

Premium Partners

    Image Credits