Organometallic networks based on 2,2′-bipyridine-containing poly(p-phenylene ethynylene)s

Macromolecules

Volumn 38, Issue 9, 2005, Pages 3800-3807

  Kokil, Akshay ^a   Yao, Peter ^a   Weder, Christoph ^a  

^a Case Western Reserve University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CHARGE-TRANSFER COMPLEXES; CROSS-COUPLING REACTION; LIGAND-EXCHANGE REACTIONS; PRECURSORS;

BENZENE; CATALYSIS; CHARGE TRANSFER; COMPLEXATION; CROSSLINKING; MACROMOLECULES; OPTOELECTRONIC DEVICES; ORGANOMETALLICS; SOLVENTS; SUPRAMOLECULAR CHEMISTRY;

ORGANIC POLYMERS;

EID: 18744372456     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma0502147     Document Type: Article

References (65)

1. Heeger, A. J. J. Phys. Chem. B 2001, 105, 8475.
2. (a) Kraft, A.; Grimsdale, A. C.; Holmes, A. B. Angew. Chem. 1998, 110, 416.
3. (b) Mitschke, U.; Bäuerle, P. J. Mater. Chem. 2000, 10, 1471.
4. Greiner, A.; Weder, C. In Encyclopedia of Polymer Science and Technology; Kroschwitz, J. I., Ed.; Wiley-Interscience: New York, 2003; Vol. 3, p 87.
5. Horowitz, G. Adv. Mater. 1998, 10, 365.
6. Brabec, C. J.; Sariciftci, N. S.; Hummelen, J. C. Adv. Funct. Mater. 2001, 11, 15.
7. Huber, C.; Bangerter, F.; Caseri, W.; Weder, C. J. Am. Chem. Soc. 2001, 123, 3857.
8. Kokil, A.; Shiyanovskaya, I.; Singer, K. D.; Weder, C. J. Am. Chem. Soc. 2002, 124, 9978.
9. Kokil, A.; Huber, C.; Caseri, W.; Weder, C. Macromol. Chem. Phys. 2003, 204, 40.
10. (a) Wright, M. E. Macromolecules 1989, 22, 3256.
11. (b) Kumar, A.; Reynolds, J. R. Macromolecules 1996, 29, 7629.
12. Joo, J.; Lee, J. K.; Lee, S. Y.; Jang, K. S.; Oh, E. J.; Epstein, A. G. Macromolecules 2000, 33, 5151.
13. Hirao, T.; Yamaguchi, S.; Fukuhara, S. Tetrahedron Lett. 1999, 40, 3009.
14. For an overview of the synthesis and properties of PPEs see: (a) Bunz, U. H. F. Chem. Rev. 2000, 100, 1605.
15. (b) Bunz, U. H. F. Acc. Chem. Res. 2001, 34, 998.
16. Weder, C., Ed.; Poly-(arylene Ethynylenes)- From Synthesis to Application; Adv. Polym. Sci. 2005, 277.
17. Hittinger, E.; Kokil, A.; Weder, C. Angew. Chem., Int. Ed. 2004, 43, 1808.
18. Hittinger, E.; Kokil, A.; Weder, C. Macromol. Rapid Commun. 2004, 25, 710.
19. For recent, illustrative examples of metallo-supramolecular polymers see: (a) Schmatloch, S.; González, M. F.; Schubert, U. S. Macromol. Rapid Commun. 2001, 23, 957.
20. (b) Yount, W. C.; Juwarker, H.; Craig, S. L. J. Am. Chem. Soc. 2003, 125, 15302.
21. (c) Lahn, B.; Rehahn, M. e-Polym. 2002, 1, 1.
22. (d) Beck, J. B.; Rowan, S. J. Am. Chem. Soc. 2003, 125, 13922.
23. (e) Iyer, P. K.; Beck, J. B.; Weder, C.; Rowan, S. R. Chem. Commun. 2005, 319.
24. See for example: (a) Wang, Z. H.; Li, C.; Scherr, E. M.; MacDiarmid, A. G.; Epstein, A. G. Phys. Rev. Lett. 1991, 66, 1745.
25. (b) Aleshin, A.; Kiebooms, R.; Menon, R.; Wudl, F.; Heeger, A. J. Phys. Rev. B 1997, 56, 3659.
26. See for example: (a) Green, N.; Grove, D. M.; Howard, J. A.; Spencer, J. L.; Stone, F. G. A. J. Chem. Soc., Chem. Commun. 1976, 759.
27. (b) Boag, N. M.; Green, M.; Grove, D. M.; Howard, J. A. K.; Spencer, J. L.; Stone, F. G. A. J. Chem. Soc., Dalton Trans. 1980, 2170.
28. Huber, C.; Kokil, A.; Caseri, W.; Weder, C. Organometallics 2002, 21, 3817.
29. Howard, J. A.; Sutcliffe, R.; Tse, J. S.; Mile, B. Organometallics 1984, 3, 859.
30. Kaes, C.; Katz, A.; Hosseini, M. W. Chem. Rev. 2000, 100, 3553.
31. For a recent review see: Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892.
32. (a) Ley, K. D.; Whittle, C. E.; Bartberger, M. D.; Schanze, K. S. J. Am. Chem. Soc. 1997, 119, 3423.
33. (b) Ley, K. D.; Schanze, K. S. Coord. Chem. Rev. 1998, 171, 287.
34. (a) Egbe, D. A. M.; Klemm, E. Macromol. Chem. Phys. 1998, 199, 2683.
35. (b) Pautzsch, T.; Klemm, E. Macromolecules 2002, 35, 1569.
36. (c) Pautzsch, T.; Blankenburg, L.; Klemm, E. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 722.
37. (d) Grummt, U. W.; Pautzsch, T.; Birckner, E.; Sauerbrey, H.; Utterodt, A.; Neugebauer, U.; Klemm, E. J. Phys. Org. Chem. 2004, 17, 199.
38. (e) Pautzsch, T.; Klemm, E. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 2911.
39. An example for complexation for ligand exchange can be found in the Supporting Information to ref 19d.
40. (a) Yamamoto, T.; Maruyama, T.; Zhou, Z.; Ito, T.; Fukuda, T.; Yoneda, Y.; Begum, F.; Ikeda, T.; Sasaki, S.; Takezoe, H.; Fukuda, A.; Kubota, K. J. Am. Chem. Soc. 1994, 116, 4832.
41. (b) Saitoh, Y.; Yamamoto, T. Chem. Lett. 1995, 785.
42. Wang, B.; Wasielewski, M. R. J. Am. Chem. Soc. 1997, 119, 12.
43. Peng, Z.; Gharavi, A. R.; Yu, L. J. Am. Chem. Soc. 1997, 119, 4622.
44. Liu, B.; Yu, W. L.; Liu, S. Y.; Lai, Y. L.; Huang, W. Macromolecules 2001, 34, 7932.
45. Zhang, M.; Lu, P.; Ma, Y.; Shen, J. J. Phys. Chem. B 2003, 107, 6535.
46. Bangcuyo, C. G.; Rampey-Vaughn, M. E.; Quan, L. T.; Angel, S. M.; Smith, M. D.; Bunz, U. H. F. Macromolecules 2002, 36, 1563.
47. Weder, C.; Wrighton, M. S. Macromolecules 1998, 29, 5157.
48. Schwab, P. F. H.; Fleischer, F.; Michl, J. J. Org. Chem. 2002, 67, 443.
49. Grosshenny, V.; Romero, F. M.; Ziessel, R. J. Org. Chem. 1997, 62, 1491.
50. Swager, T. M.; Gil, C. J.; Wrighton, M. S. J. Phys. Chem. 1995, 99, 4886.
51. Sanechika, K.; Yamamoto, T.; Yamamoto, A. Bull. Chem. Soc. Jpn. 1984, 57, 752.
52. Cumper, C. W. N.; Ginman, R. F. A.; Vogel, A. I. J. Chem. Soc. 1962, 1188.
53. Comprehensive Coordination Chemistry; Wilkinson, G., Ed.; Pergamon Press: New York, 1987; Vol. 5.
54. Müller, E.; Piguet, C.; Bernardinelli, G.; Williams, A. F. Inorg. Chem. 1984, 27, 849.
55. Munakata, M.; Kitagawa, S.; Asahara, A.; Masuda, H. Bull. Chem. Soc. Jpn. 1987, 60, 1927.
56. (a) Daul, C.; Schläpfer, C. W.; Goursot, A.; Pénigault, E.; Weber, J. Chem. Phys. Lett. 1981, 78, 304.
57. (b) Phifer, C. C.; McMillin, D. R. Inorg. Chem. 1988, 25, 1329.
58. +]: [Bipy] ratios, rather than by gradually adding a metal to a polymer solution.
59. Scatchard, G. Ann. N. Y. Acad. Sci. 1949, 51, 660.
60. Binding Constants-The Measurement of Molecular Complex Stability; Conners, K. A., Ed.; Wiley-Interscience: New York, 1987.
61. (a) Zhou, Q.; Swager, T. M. J. Am. Chem. Soc. 1995, 117, 12593.
62. (b) Swager, T. M. Acc. Chem. Res. 1998, 31, 201.
63. (a) Bedel, S. A.; Martell, A. E. Inorg. Chem. 1983, 22, 364.
64. (b) Harris, C. M.; McKenzie, E. D. J. Inorg. Nucl. Chem. 1987, 29 1047
65. Jaeger, F. M.; van Dijk, J. A. Z. Anorg. Chem. 1988, 227, 273.