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Schiff base metal complexes are a class of compounds that have been studied extensively because of their attractive chemical and physical properties, and their wide-ranging applications in numerous scientific areas. Researchers have incorporated Schiff base complexes into polymers, generating new materials with useful mechanical, thermal, chemical, and electronic properties. This work comprehensively reviews the developments in macromolecules containing Schiff base metal complexes, emphasizing new synthetic strategies and characterization techniques that were used to prepare and study these polymers.

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References

  1. T. A. Skotheim, R. L. Elsenbaumer, and J. R. Reynolds (eds.), Handbook of Conducting Polymers, 2nd Ed. (Dekker, New York, 1998)

  2. R. H. Friend, R. W. Gymer, A. B. Holmes, J. H. Burroughes, R. N. Marks, C. Taliani, D. D. C. Bradley, D. A. Dos Santos, J. L. Brédas, M. Lögdlund, W. R. Salaneck, (1999). Nature 397: 121

    Article  CAS  Google Scholar 

  3. C-T. Chen, (2004) Chem. Mater. 16: 4389

    Article  CAS  Google Scholar 

  4. L. B. Groenendaal, F. Jonas, D. Freitag, H. Pielartzik, J. R. Reynolds, (2000) Adv. Mater. 12: 481

    Article  CAS  Google Scholar 

  5. (a) R. P. Kingsborough and T. M. Swager, Prog. Inorg. Chem. 48, 123 (1999). (b) I. Manners, Science 294, 1664 (2001)

  6. I. Manners, (1999) Chem. Comm. 10: 857

    Article  Google Scholar 

  7. T. D. McQuade, A. E. Pullen, T. M. Swager, (2000) Chem. Rev. 100: 2537

    Article  CAS  Google Scholar 

  8. T. E. O. Screen, J. R. G. Thorne, R. G. Denning, D. G. Bucknall, H. L. Anderson, (2003) J. Am. Chem. Soc. 124: 9712

    Article  CAS  Google Scholar 

  9. I. Manners, (1996) Angew. Chem. 35: 1603

    CAS  Google Scholar 

  10. D. Wohrle, (2000) J. Porphyrins. Phthalocyanines 4: 418

    Article  CAS  Google Scholar 

  11. N. B. McKeown, (2000) J. Mater. Chem. 10: 1979

    Article  CAS  Google Scholar 

  12. A. Jasat, D. Dolphin, (1997) Chem. Rev. 97: 2267

    Article  CAS  Google Scholar 

  13. (a) H. L. Anderson, Chem. Comm. 23, 2323 (1999). (b) Z. Bao and L. Yu, Trends Polym. Sci. 3, 159 (1995)

  14. H Miyasaka, H. Ieda, N. Matsumoto, K. Sugiura, M. Yamashita, (2003) Inorg. Chem. 11: 3509

    Article  CAS  Google Scholar 

  15. T Sano, Y. Nishio, Y. Hamada, H. Takahashi, T. Usuki, K. Shibata, (2000) J. Mater. Chem. 10: 157

    Article  CAS  Google Scholar 

  16. P. G. Lacroix, (2001) Eur. J. Inorg. Chem. 2: 339

    Article  Google Scholar 

  17. R. H. Bailes, M. Calvin (1947) J. Am. Chem. Soc. 69: 1886

    Article  CAS  Google Scholar 

  18. W. Zhang, N. H. Lee, E. N. Jacobsen, (1994) J. Am. Chem. Soc. 116: 425

    Article  CAS  Google Scholar 

  19. (a) B. J. Holliday and T. M. Swager, Chem. Commun. 23 (2005). (b) I. Manners, Synthetic Metal-Containing Polymers (Wiley-VCH, Weinheim, 2004). (c) L. Brunsveld, B. J. B. Folmer, E. W. Meijer, and R. P. Sijbesma, Chem. Rev. 101, 4071 (2001). (d) L. Akcelrud, Prog. Polym. Sci. 28, 875 (2003)

  20. (a) C. S. Marvel and N. Tarköy, J. Am. Chem. Soc. 79, 6000 (1957). (b) C. S. Marvel and N. Tarköy, J. Am. Chem. Soc. 80, 832 (1958)

  21. H. A. Goodwin, J. C. Bailar, (1961) J. Am. Chem. Soc. 83: 2467

    Article  CAS  Google Scholar 

  22. (a) W. Sawodny and M. Riederer, Angew. Chem. Int. Ed. 89, 897 (1977). (b) W. Sawodny, M. Riederer, and E. Urban, Inorg. Chim. Acta 29, 63 (1978)

  23. V. J. Patel, and M. N. Patel, (1989) Indian J. Chem., Sect A 28: 428

    Google Scholar 

  24. W. Zhang, J. L. Loebach, S. R. Wilson, E. N. Jacobsen, (1990) J. Am. Chem. Soc. 112: 2801

    Article  CAS  Google Scholar 

  25. R. I. Kureshy, N. H. Khan, S. H. R. Abdi, S. Singh, I. Ahmed, R. V. Jasra, (2004) J. Mol. Catal. A: Chem. 218: 141

    Article  CAS  Google Scholar 

  26. (a) X. Yao, H. Chen, W. Lu, G. Pan, X. Hu, and Z. Zheng, Tetrahedron Lett. 41, 10267 (2000). (b) Y. Song, X. Yao, H. Chen, G. Pan, X. Hu, and Z. Zheng, J. Chem. Soc., Perkin Trans. 1, 7, 870 (2002)

  27. Y. Song, X. Yao, H. Chen, C. Bai, X. Hu, Z. Zheng, (2002) Tetrahedron Lett. 43: 6625

    Article  CAS  Google Scholar 

  28. N. Chantarasiri, T. Tuntulani, P. Tongraung, R. Seangprasertkit-Magee, W. Wannarong, (2000) Eur. Polym. J. 36: 695

    Article  CAS  Google Scholar 

  29. N. Chantarasiri, T. Tuntulani, N. Chanma, (2000) Eur. Polym. J. 36: 889

    Article  CAS  Google Scholar 

  30. N. Chantarasiri, N. Sutivisedsakm, C. Pouyuan, (2001) Eur. Polym. J. 37: 2031

    Article  CAS  Google Scholar 

  31. N. Chantarasiri, T. Damrongkosit, W. Jangwong, D. Sridaeng, S. Suebphan, (2004) Eur. Polym. J. 40: 1867

    Article  CAS  Google Scholar 

  32. N. Senthilkumar, A. Raghavan, A. S. Nasar, (2005) Macromol. Chem. Phys. 206: 2490

    Article  CAS  Google Scholar 

  33. (a) D. Vitalini, P. Mineo, S. D. Bella, I. Fragalà, P. Maravigna, and E. Scamporrino, Macromolecules 29, 4478 (1996). (b) E. Scamporrino, S. Bazzano, D. Vitalini, and P. Mineo, Macromol. Rapid Commun. 24, 236 (2003)

    Google Scholar 

  34. (a) B. B. De, B. B. Lohray, and P. K. Dhal, Tetrahedron Lett. 34, 2371 (1993). (b) P. K. Dhal, B. B. De, and S. Sivaram, A. J. Mol. Catal. A: Chem. 177, 71 (2001)

  35. M. Sukwattanasinitt, A. Nantalaksakul, A. Potisatityuenyong, T. Tuntulani, O. Chailapakul, N. Praphairakait, (2003) Chem. Mater. 15: 4337

    Article  CAS  Google Scholar 

  36. M. Marcu, M. Cazacu, A. Vlad, C. Racles, (2003) Appl. Organomet. Chem. 17: 693

    Article  CAS  Google Scholar 

  37. M. Cazacu, M. Marcu, A. Vlad, M. Vasiliu, (2004). J. Macromol. Sci., Pure Appl. Chem. A41: 565

    Article  CAS  Google Scholar 

  38. R. D. Miller, J. Michl, (1989). Chem. Rev. 89: 1359

    Article  CAS  Google Scholar 

  39. R. Rulkens, R. Resenses, A. Verma, I. Manners, K. Murti, E. Fossum, P. Miller, K. Matyjaszewski, (1997). Macromolecules 30: 8165

    Article  CAS  Google Scholar 

  40. G. Sacarescu, R. Ardeleanu, L. Sacarescu, M. Simionescu, (2003). J. Organomet. Chem. 685: 202

    Article  CAS  Google Scholar 

  41. L. Sacarescu, R. Ardeleanu, G. Sacarescu, M. Simionescu, (2005). Polym. Bull. 54: 29

    Article  CAS  Google Scholar 

  42. R.-M. Wang, Z.-F. Duan, Y.-F. He, B.-Y. Yang, Y.-P. Wang, T. Komatsu, E. Tsuchida, (2005). J. Macromol. Sci., Pure Appl. Chem. 42: 231

    Article  CAS  Google Scholar 

  43. M. Kwon, G.-J. Kim, (2003). Catal. Today 87: 145

    Article  CAS  Google Scholar 

  44. M. Nielsen, A. H. Thomsen, T. R. Jensen, H. J. Jakobsen, J. Skibsted, K. V. Gothelf, (2005). Eur. J. Org. Chem. 2: 342

    Article  CAS  Google Scholar 

  45. C.-M. Che, S.-C. Chan, H.-F. Xiang, M. C. W. Chan, Y. Liu, and Y. Wang, Chem. Commun., 1484 (2004)

  46. F. Galbrecht, X. H. Yang, B. S. Nehls, D. Neher, T. Farrell, and U. Scherf, Chem. Commun. 2378 (2005)

  47. (a) K. Sonogashira, S. Takahashi, and N. Hagihara, Macromolecules 10, 879 (1977). (b) O. Lavastre, J. Plass, P. Bachmann, S. Guesmi, C. Moinet, and P. H. Dixneuf, Organometallics 16, 184 (1997). (c) C. L. Kean and P. G. Pickup, Chem. Commun. 2471 (1999)

  48. W. Tong, R. D. Archer, (1992). Inorg. Chem. 31: 3332

    Article  CAS  Google Scholar 

  49. (a) H. Chen, J. A. Cronin, and R. D. Archer, Macromolecules 27, 2174 (1994). (b) H. Chen, J. A. Cronin, and R. D. Archer, Inorg. Chem. 34, 2306 (1995)

  50. J. A. Cronin, S. M. Palmer, R. D. Archer, (1996). Inorg. Chim. Acta 251: 81

    Article  CAS  Google Scholar 

  51. H. Chen, R. D. Archer, (1996). Macromolecules 29: 1957

    Article  CAS  Google Scholar 

  52. O. Lavastre, I. Illitchev, G. Jegou, P. H. Dixneuf, (2002). J. Am. Chem. Soc. 124: 5279

    Article  CAS  Google Scholar 

  53. A. C. W. Leung, J. H. Chong, B. O. Patrick, M. J. MacLachlan, (2003). Macromolecules 36: 5051

    Article  CAS  Google Scholar 

  54. (a) Y. Dai, T. J. Katz, and D. A. Nichols, Angew. Chem. Int. Ed. Engl. 35, 2109 (1996). (b) Y. Dai and T. J. Katz, J. Org. Chem. 62, 1274 (1997)

  55. Y. Furusho, T. Maeda, T. Takeuchi, N. Makino, T. Takata, (2001) Chem. Lett. 10: 1020

    Article  Google Scholar 

  56. T. Maeda, Y. Furusho, T. Takata, (2002). Chirality 14: 587

    Article  CAS  Google Scholar 

  57. T. Maeda, T. Takeuchi, Y. Furusho, T. Takata, (2004) J. Polym. Sci., Part A: Polym. Chem. 42: 4693

    Article  CAS  Google Scholar 

  58. H.-C. Zhang, W.-S. Huang, L. Pu, (2001). J. Org. Chem. 66: 481

    Article  CAS  Google Scholar 

  59. (a) H. Houjou, Y. Shimizu, N. Koshizaki, and M. Kanesato, Adv. Mater. 15, 1458 (2003). (b) H. Houjou, T. Sasaki, Y. Shimizu, N. Koshizaki, and M. Kanesato, Adv. Mater. 17, 606 (2005)

  60. (a) P. Denisevich, H. D. Abruna, C. R. Leidner, T. J. Meyer, and Royce W. Murray, Inorg. Chem. 21, 2153 (1982). (b) E. M. Bruti, M. Giannetto, G. Mori, and R. Seeber, Electroanalysis 11, 565 (1999)

  61. C. P. Horwitz, R. W. Murray, (1988). Mol. Cryst. Liq. Cryst. 160: 389

    Google Scholar 

  62. K. A. Goldsby, J. K. Blaho, L. A. Hoferkamp, (1989). Polyhedron 8: 112

    Article  Google Scholar 

  63. L. A. Hoferkamp, K. A. Goldsby, (1989). Chem. Mater. 1: 348

    Article  CAS  Google Scholar 

  64. (a) P. Audebert, P. Capdevielle, and M. Maumy, Synth. Met. 43, 3049 (1991). (b) P. Audebert, P. Capdevielle, and M. Maumy, New J. Chem. 15, 235 (1991). (c) P. Audebert, P. Capdevielle, and M. Maumy, New J. Chem. 16, 697 (1992)

  65. F. Bedioui, E. Labbe, S. Gutierrez-Granados, J. Devynck, (1991). J. Electoanal. Chem. 301: 267

    Article  CAS  Google Scholar 

  66. M. Vilas-Boas, C. Freire, B. de Castro, P. A. Christensen, A. R. Hillman, (1997). Inorg. Chem. 36: 4919

    Article  CAS  Google Scholar 

  67. (a) C. E. Dahm and D. G. Peters, Anal. Chem. 66, 3117 (1994). (b) C. E. Dahm and D. G. Peters, J. Electroanal. Chem. 406, 119 (1996). (c) C. E. Dahm, D. G. Peters, and J. Simonet, J. Electroanal. Chem. 410, 163 (1996)

  68. (a) M. Vilas-Boas, C. Freire, B. de Castro, and A. R. Hillman, J. Phys. Chem. 102, 8533 (1998). (b) M. Vilas-Boas, C. Freire, B. de Castro, P. A. Christensen, and A. R. Hillman, Chem. Eur. J. 7, 139 (2001). (c) M. Vilas-Boas, I. C. Santos, M. J. Henderson, C. Freire, A. R. Hillman, and E. Vieil, Langmuir 18, 7460 (2003)

  69. (a) G. A. Shagisultanova, and N. N. Kuznetsova, Russ. J. Appl. Chem. 29, 703 (2003). (b) G. A. Shagisultanova, and L. P. Ardasheva, Russ. J. Appl. Chem. 76, 1626 (2003). (c) G. A. Shagisultanova, L. P. Ardasheva, and I. A. Orlova, Russ. J. Appl. Chem. 76, 1631 (2003)

  70. G. A. Shagisultanova, I. A. Orlova, A. N. Borisov, (1997). J. Photochem. Photobiol., A 103: 249

    Article  CAS  Google Scholar 

  71. T. Okada, K. Katou, T. Hirose, M. Yuasa, I. Sekine, (1998). Chem. Lett. 27: 841

    Article  Google Scholar 

  72. A. Böttcher, M. W. Grinstaff, J. A. Labinger, H. B. Gray, (1996). J. Mol. Cat. A 113: 191

    Article  Google Scholar 

  73. H. Tonami, H. Uyama, T. Oguchi, H. Higashimura, S. Kobayashi, (1999). Polym. Bull. 42: 125

    Article  CAS  Google Scholar 

  74. F. Miomandre, P. Audebert, M. Maumy, L. Uhl, (2001). J. Electroanal. Chem. 516: 66

    Article  CAS  Google Scholar 

  75. P.-H. Aubert, P. Audebert, M. Roche, P. Capdevielle, M. Maumy, G. Ricart, (2001). Chem. Mater. 13: 2223

    CAS  Google Scholar 

  76. (a) S. V. Vasil’eva, I. A. Chepurnaya, S. A. Logvinov, P. V. Gaman’kov, and A. M. Timonov, Russ. J. Electrochem. 39, 310 (2001). (b) I. A. Chepurnaya, P. V. Gaman’kov, T. Y. Rodyagina, S. V. Vasil’eva, and A. M. Timonov, Russ. J. Electrochem. 39, 314 (2001)

    Google Scholar 

  77. I. Tchepournaya, S. Vasilieva, S. Logvinov, A. Timonov, R. Amadelli, D. Bartak, (2003). Langmuir 19: 9005

    Article  CAS  Google Scholar 

  78. (a) J. L. Reddinger and J. R. Reynolds, Synth. Met. 84, 225 (1997). (b) J. L. Reddinger and J. R. Reynolds, Macromolecules 30, 673 (1997)

  79. J. L. Reddinger, J. R. Reynolds, (1998). Chem. Mater. 10: 1236

    Article  CAS  Google Scholar 

  80. R. P. Kingsborough, T. M. Swager, (1998). Adv. Mater. 14: 1100

    Article  Google Scholar 

  81. R. P. Kingsborough, T. M. Swager, (1999). J. Am. Chem. Soc. 121: 8825

    Article  CAS  Google Scholar 

  82. R. P. Kingsborough, T. M. Swager, (2000). Chem. Mater. 12: 872

    Article  CAS  Google Scholar 

  83. T. Shioya and T. M. Swager, Chem. Commun. 1364 (2002)

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Correspondence to Mark J. MacLachlan.

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This paper is dedicated to the pioneering research of Dr. Ian Manners.

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Leung, A.C.W., MacLachlan, M.J. Schiff Base Complexes in Macromolecules. J Inorg Organomet Polym 17, 57–89 (2007). https://doi.org/10.1007/s10904-006-9092-1

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