Schiff base complexes in macromolecules

Journal of Inorganic and Organometallic Polymers and Materials

Volumn 17, Issue 1, 2007, Pages 57-89

  Leung, Alfred C W ^a   MacLachlan, Mark J ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

Coordination chemistry; Imine; Salen; Schiff base

Indexed keywords

EID: 34047272109     PISSN: 15741443     EISSN: 15741451     Source Type: Journal    
DOI: 10.1007/s10904-006-9092-1     Document Type: Review

References (109)

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, and W. R. Salaneck, Nature 397, 121 (1999).
3. C-T. Chen, Chem. Mater. 16, 4389 (2004).
4. L. B. Groenendaal, F. Jonas, D. Freitag, H. Pielartzik, and J. R. Reynolds, Adv. Mater. 12, 481 (2000).
5. (a) R. P. Kingsborough and T. M. Swager, Prog. Inorg. Chem. 48, 123 (1999).
6. (b) I. Manners, Science 294, 1664 (2001).
7. I. Manners, Chem. Comm. 10, 857 (1999).
8. T. D. McQuade, A. E. Pullen, and T. M. Swager, Chem. Rev. 100, 2537 (2000).
9. T. E. O. Screen, J. R. G. Thorne, R. G. Denning, D. G. Bucknall, and H. L. Anderson, J. Am. Chem. Soc. 124, 9712 (2003).
10. I. Manners, Angew. Chem. 35, 1603 (1996).
11. D. Wohrle, J. Porphyrins. Phthalocyanines 4, 418 (2000).
12. N. B. McKeown, J. Mater. Chem. 10, 1979 (2000).
13. A. Jasat and D. Dolphin, Chem. Rev. 97, 2267 (1997).
14. (a) H. L. Anderson, Chem. Comm. 23, 2323 (1999).
15. (b) Z. Bao and L. Yu, Trends Polym. Sci. 3, 159 (1995).
16. H Miyasaka, H. Ieda, N. Matsumoto, K. Sugiura, and M. Yamashita, Inorg. Chem. 11, 3509 (2003).
17. T Sano, Y. Nishio, Y. Hamada, H. Takahashi, T. Usuki, and K. Shibata, J. Mater. Chem. 10, 157 (2000).
18. P. G. Lacroix, Eur. J. Inorg. Chem. 2, 339 (2001).
19. R. H. Bailes and M. Calvin, J. Am. Chem. Soc. 69, 1886 (1947).
20. W. Zhang, N. H. Lee, and E. N. Jacobsen, J. Am. Chem. Soc. 116, 425 (1994).
21. (a) B. J. Holliday and T. M. Swager, Chem. Commun. 23 (2005).
22. (b) I. Manners, Synthetic Metal-Containing Polymers (Wiley-VCH, Weinheim, 2004).
23. (c) L. Brunsveld, B. J. B. Folmer, E. W. Meijer, and R. P. Sijbesma, Chem. Rev. 101, 4071 (2001).
24. (d) L. Akcelrud, Prog. Polym. Sci. 28, 875 (2003).
25. (a) C. S. Marvel and N. Tarköy, J. Am. Chem. Soc. 79, 6000 (1957).
26. (b) C. S. Marvel and N. Tarköy, J. Am. Chem. Soc. 80, 832 (1958).
27. H. A. Goodwin and J. C. Bailar, J. Am. Chem. Soc. 83, 2467 (1961).
28. (a) W. Sawodny and M. Riederer, Angew. Chem. Int. Ed. 89, 897 (1977).
29. (b) W. Sawodny, M. Riederer, and E. Urban, Inorg. Chim. Acta 29, 63 (1978).
30. V. J. Patel, and M. N. Patel, (1989) Indian J. Chem., Sect A 28: 428.
31. W. Zhang, J. L. Loebach, S. R. Wilson, and E. N. Jacobsen, J. Am. Chem. Soc. 112, 2801 (1990).
32. R. I. Kureshy, N. H. Khan, S. H. R. Abdi, S. Singh, I. Ahmed, and R. V. Jasra, J. Mol. Catal. A: Chem 218, 141 (2004).
33. (a) X. Yao, H. Chen, W. Lu, G. Pan, X. Hu, and Z. Zheng, Tetrahedron Lett. 41, 10267 (2000).
34. (b) Y. Song, X. Yao, H. Chen, G. Pan, X. Hu, and Z. Zheng, J. Chem. Soc., Perkin Trans. 1, 7, 870 (2002).
35. Y. Song, X. Yao, H. Chen, C. Bai, X. Hu, and Z. Zheng, Tetrahedron Lett. 43, 6625 (2002).
36. N. Chantarasiri, T. Tuntulani, P. Tongraung, R. Seangprasertkit-Magee, and W. Wannarong, Eur. Polym. J. 36, 695 (2000).
37. N. Chantarasiri, T. Tuntulani, and N. Chanma, Eur. Polym. J. 36, 889 (2000).
38. N. Chantarasiri, N. Sutivisedsakm, and C. Pouyuan, Eur. Polym. J. 37, 2031 (2001).
39. N. Chantarasiri, T. Damrongkosit,W. Jangwong, D. Sridaeng, and S. Suebphan, Eur. Polym. J. 40, 1867 (2004).
40. N. Senthilkumar, A. Raghavan, and A. S. Nasar, Macromol. Chem. Phys. 206, 2490 (2005).
41. (a) D. Vitalini, P. Mineo, S. D. Bella, I. Fragalá, P. Maravigna, and E. Scamporrino, Macromolecules 29, 4478 (1996).
42. (b) E. Scamporrino, S. Bazzano, D. Vitalini, and P. Mineo, Macromol. Rapid Commun. 24, 236 (2003).
43. (a) B. B. De, B. B. Lohray, and P. K. Dhal, Tetrahedron Lett. 34, 2371 (1993).
44. (b) P. K. Dhal, B. B. De, and S. Sivaram, A. J. Mol. Catal. A: Chem. 177, 71 (2001).
45. M. Sukwattanasinitt, A. Nantalaksakul, A. Potisatityuenyong, T. Tuntulani, O. Chailapakul, and N. Praphairakait, Chem. Mater. 15, 4337 (2003).
46. M. Marcu, M. Cazacu, A. Vlad, and C. Racles, Appl. Organomet. Chem. 17, 693 (2003).
47. M. Cazacu, M. Marcu, A. Vlad, and M. Vasiliu, J. Macromol. Sci., Pure Appl. Chem. A41, 565 (2004).
48. R. D. Miller and J. Michl, Chem. Rev. 89, 1359 (1989).
49. R. Rulkens, R. Resenses, A. Verma, I. Manners, K. Murti, E. Fossum, P. Miller, and K. Matyjaszewski, Macromolecules 30, 8165 (1997).
50. G. Sacarescu, R. Ardeleanu, L. Sacarescu, and M. Simionescu, J. Organomet. Chem. 685, 202 (2003).
51. L. Sacarescu, R. Ardeleanu, G. Sacarescu, and M. Simionescu, Polym. Bull. 54, 29 (2005).
52. R.-M. Wang, Z.-F. Duan, Y.-F. He, B.-Y. Yang, Y.-P. Wang, T. Komatsu, and E. Tsuchida, J. Macromol. Sci., Pure Appl. Chem. 42, 231 (2005).
53. M. Kwon and G.-J. Kim, Catal. Today 87, 145 (2003).
54. M. Nielsen, A. H. Thomsen, T. R. Jensen, H. J. Jakobsen, J. Skibsted, and K. V. Gothelf, Eur. J. Org. Chem. 2, 342 (2005).
55. C.-M. Che, S.-C. Chan, H.-F. Xiang, M. C. W. Chan, Y. Liu, and Y. Wang, Chem. Commun., 1484 (2004).
56. F. Galbrecht, X. H. Yang, B. S. Nehls, D. Neher, T. Farrell, and U. Scherf, Chem. Commun. 2378 (2005).
57. (a) K. Sonogashira, S. Takahashi, and N. Hagihara, Macromolecules 10, 879 (1977).
58. (b) O. Lavastre, J. Plass, P. Bachmann, S. Guesmi, C. Moinet, and P. H. Dixneuf, Organometallics 16, 184 (1997).
59. (c) C. L. Kean and P. G. Pickup, Chem. Commun. 2471 (1999).
60. W. Tong and R. D. Archer, Inorg. Chem. 31, 3332 (1992).
61. (a) H. Chen, J. A. Cronin, and R. D. Archer, Macromolecules 27, 2174 (1994).
62. (b) H. Chen, J. A. Cronin, and R. D. Archer, Inorg. Chem. 34, 2306 (1995).
63. J. A. Cronin, S. M. Palmer, and R. D. Archer, Inorg. Chim. Acta 251, 81 (1996).
64. H. Chen and R. D. Archer, Macromolecules 29, 1957 (1996).
65. O. Lavastre, I. Illitchev, G. Jegou, and P. H. Dixneuf, J. Am. Chem. Soc. 124, 5279 (2002).
66. A. C. W. Leung, J. H. Chong, B. O. Patrick, and M. J. Mac-Lachlan, Macromolecules 36, 5051 (2003).
67. (a) Y. Dai, T. J. Katz, and D. A. Nichols, Angew. Chem. Int. Ed. Engl. 35, 2109 (1996).
68. (b) Y. Dai and T. J. Katz, J. Org. Chem. 62, 1274 (1997).
69. Y. Furusho, T. Maeda, T. Takeuchi, N. Makino, and T. Takata, Chem. Lett. 10, 1020 (2001).
70. T. Maeda, Y. Furusho, and T. Takata, Chirality 14, 587 (2002).
71. T. Maeda, T. Takeuchi, Y. Furusho, and T. Takata, J. Polym. Sci., Part A: Polym. Chem. 42, 4693 (2004).
72. H.-C. Zhang, W.-S. Huang, and L. Pu, J. Org. Chem. 66, 481 (2001).
73. (a) H. Houjou, Y. Shimizu, N. Koshizaki, and M. Kanesato, Adv. Mater. 15, 1458 (2003).
74. (b) H. Houjou, T. Sasaki, Y. Shimizu, N. Koshizaki, and M. Kanesato, Adv. Mater. 17, 606 (2005).
75. (a) P. Denisevich, H. D. Abruna, C. R. Leidner, T. J. Meyer, and Royce W. Murray, Inorg. Chem. 21, 2153 (1982).
76. (b) E. M. Bruti, M. Giannetto, G. Mori, and R. Seeber, Electroanalysis 11, 565 (1999).
77. C. P. Horwitz and R. W. Murray, Mol. Cryst. Liq. Cryst. 160, 389 (1988).
78. K. A. Goldsby, J. K. Blaho, and L. A. Hoferkamp, Polyhedron 8, 112 (1989).
79. L. A. Hoferkamp and K. A. Goldsby, Chem. Mater. 1, 348 (1989).
80. (a) P. Audebert, P. Capdevielle, and M. Maumy, Synth. Met. 43, 3049 (1991).
81. (b) P. Audebert, P. Capdevielle, and M. Maumy, New J. Chem. 15, 235 (1991).
82. (c) P. Audebert, P. Capdevielle, and M. Maumy, New J. Chem. 16, 697 (1992).
83. F. Bedioui, E. Labbe, S. Gutierrez-Granados, and J. Devynck, J. Electoanal. Chem. 301, 267 (1991).
84. M. Vilas-Boas, C. Freire, B. Castro, P. A. Christensen, and A. R. Hillman, Inorg. Chem. 36, 4919 (1997).
85. (a) C. E. Dahm and D. G. Peters, Anal. Chem. 66, 3117 (1994).
86. (b) C. E. Dahm and D. G. Peters, J. Electroanal. Chem. 406, 119 (1996).
87. (c) C. E. Dahm, D. G. Peters, and J. Simonet, J. Electroanal. Chem. 410, 163 (1996).
88. (a) M. Vilas-Boas, C. Freire, B. de Castro, and A. R. Hillman, J. Phys. Chem. 102, 8533 (1998).
89. (b) M. Vilas-Boas, C. Freire, B. de Castro, P. A. Christensen, and A. R. Hillman, Chem. Eur. J. 7, 139 (2001).
90. (c) M. Vilas-Boas, I. C. Santos, M. J. Henderson, C. Freire, A. R. Hillman, and E. Vieil, Langmuir 18, 7460 (2003).
91. (a) G. A. Shagisultanova, and N. N. Kuznetsova, Russ. J. Appl. Chem. 29, 703 (2003).
92. (b) G. A. Shagisultanova, and L. P. Ardasheva, Russ. J. Appl. Chem. 76, 1626 (2003).
93. (c) G. A. Shagisultanova, L. P. Ardasheva, and I. A. Orlova, Russ. J. Appl. Chem. 76, 1631 (2003).
94. G. A. Shagisultanova, I. A. Orlova, and A. N. Borisov, J. Photochem. Photobiol., A 103, 249 (1997).
95. T. Okada, K. Katou, T. Hirose, M. Yuasa, and I. Sekine, Chem. Lett. 27, 841 (1998).
96. A. Böttcher, M. W. Grinstaff, J. A. Labinger, and H. B. Gray, J. Mol. Cat. A 113, 191 (1996).
97. H. Tonami, H. Uyama, T. Oguchi, H. Higashimura, and S. Kobayashi, Polym. Bull. 42, 125 (1999).
98. F. Miomandre, P. Audebert, M. Maumy, and L. Uhl, J. Electroanal. Chem. 516, 66 (2001).
99. P.-H. Aubert, P. Audebert, M. Roche, P. Capdevielle, M. Maumy, and G. Ricart, Chem. Mater. 13, 2223 (2001).
100. (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).
101. (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).
102. I. Tchepournaya, S. Vasilieva, S. Logvinov, A. Timonov, R. Amadelli, and D. Bartak, Langmuir 19, 9005 (2003).
103. (a) J. L. Reddinger and J. R. Reynolds, Synth. Met. 84, 225 (1997).
104. (b) J. L. Reddinger and J. R. Reynolds, Macromolecules 30, 673 (1997).
105. J. L. Reddinger and J. R. Reynolds, Chem. Mater. 10, 1236 (1998).
106. R. P. Kingsborough and T. M. Swager, Adv. Mater. 14, 1100 (1998).
107. R. P. Kingsborough and T. M. Swager, J. Am. Chem. Soc. 121, 8825 (1999).
108. R. P. Kingsborough and T. M. Swager, Chem. Mater. 12, 872 (2000).
109. T. Shioya and T. M. Swager, Chem. Commun. 1364 (2002).