π-Dimers and π-Stacks in Solution and in Conducting Polymers

Accounts of Chemical Research

Volumn 29, Issue 9, 1996, Pages 417-423

  Miller, Larry L ^a,b   Mann, Kent R ^a,c,d  

^a University of Minnesota ^*  (United States)

^b UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^c CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

^d UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001630457     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar9600446     Document Type: Article

References (67)

1. Duff, D. J.; Giles, C. H. In Water: A Comprehensive Treatise; Franks, H., Ed.; Plenum Press: New York, 1975; Vol. 4, Chapter 3.
2. Marks, T. J. Angew. Chem. 1990, 102, 886. Pasternack, R. F.; Gianetto, A.; Pagano, P.; Gibbs, E. J. J. Am. Chem. Soc. 1991, 113, 7799.
3. Marks, T. J. Angew. Chem. 1990, 102, 886. Pasternack, R. F.; Gianetto, A.; Pagano, P.; Gibbs, E. J. J. Am. Chem. Soc. 1991, 113, 7799.
4. Wegner, G. Ber. Bunsen-Ges. Phys. Chem. 1991, 95, 1326. Saeva, F. D; Reynolds, G. A.; Kaszczuk, L. J. Am. Chem. Soc. 1982, 104, 3524.
5. Wegner, G. Ber. Bunsen-Ges. Phys. Chem. 1991, 95, 1326. Saeva, F. D; Reynolds, G. A.; Kaszczuk, L. J. Am. Chem. Soc. 1982, 104, 3524.
6. Foster, R. Organic Charge Transfer Complexes: Academic Press: London, 1969.
7. Extended Linear Chain Compounds; Miller, J. S., Ed.; Plenum: New York, 1983; Vols. 1-3. Lower-Dimensional Systems and Molecular Electronics; Metzger, R. M.., Day, P., Papavassiliou, G. C., Eds.; Plenum Press: New York, 1990.
8. Extended Linear Chain Compounds; Miller, J. S., Ed.; Plenum: New York, 1983; Vols. 1-3. Lower-Dimensional Systems and Molecular Electronics; Metzger, R. M.., Day, P., Papavassiliou, G. C., Eds.; Plenum Press: New York, 1990.
9. Kwan, W. S. V.; Atanasoska, L.; Miller, L. L. Langmuir 1991, 7, 1419. Miller, L. L.; Kenny, P. W.; Christopfel, W. C.; Hainfeld, J. H. J. Am. Chem. Soc. 1988, 110, 641.
10. Kwan, W. S. V.; Atanasoska, L.; Miller, L. L. Langmuir 1991, 7, 1419. Miller, L. L.; Kenny, P. W.; Christopfel, W. C.; Hainfeld, J. H. J. Am. Chem. Soc. 1988, 110, 641.
11. (a) Penneau, J. F.; Miller, L. L. Angew. Chem., Int. Ed. Eng. 1991, 30, 986.
12. (b) Penneau, J. F.; Stallman, B. J.; Kasai, P. H.; Miller, L. L. Chem. Mater. 1991, 3, 791.
13. (c) Zhong, C. J.; Kwan, W. S. V.; Miller, L. L. Chem. Mater. 1992, 4, 1423.
14. See for example, Evans, J. C.; Evans, A. G.; Nouri-Sorkhabi, N. H.; Obaid, A. Y.; Rowlands, C. C. J. Chem Soc., Perkin Trans. 1985, 315.
15. Unpublished results from the University of Minnesota.
16. Torrance, J. B., Scott, B., Welber, B., Kaufman, F. D., Seiden, P. E. Phys. Rev. B 1979, 19, 730.
17. Exstrom, C. L.; Sowa , J. R., Jr.; Daws, C. A.; Janzen, D.; Moore, G. A.; Stewart, F. F.; Mann, K. R. Chem. Mater. 1995, 7, 15.
18. Liberko, C. A.; Miller, L. L.; Katz, T. J.; Liu, L. J. Am. Chem. Soc. 1993, 115, 2478.
19. Jeszka, J. K. Synth. Met. 1993, 59, 151. Ulanski, J., Shafee, E. El., Tracz, A., Debrue, G., and Deltour, R. Synth. Met. 1990, 35, 221.
20. Jeszka, J. K. Synth. Met. 1993, 59, 151. Ulanski, J., Shafee, E. El., Tracz, A., Debrue, G., and Deltour, R. Synth. Met. 1990, 35, 221.
21. Ward, M. D. In Electroanalytical Chemistry; Bard, A. J., Ed.; M. Dekker: New York, 1989; Vol. 16, p 181.
22. Miller, L. L.; Zhong, C. J.; Kasai, P. H. J. Am. Chem. Soc. 1993, 115, 5982.
23. Miller, L. L.; Duan, R. G.; Tabakovic, I.; Hong, Y. Chem. Mater. 1995, 7, 1552.
24. Tomalia, D. A.; Durst, H. D. In Topics in Current Chemistry, Supramolecular Chemistry I - Directed Synthesis and Molecular Recognition; Weber, E., Ed.; Springer-Verlag: Berlin, 1993; Vol. 165, pp 193-313
25. Miller, L. L.; Hashimoto, T.; Tabakovic, I.; Swanson, D. R.; Tomalia, D. A. Chem. Mater. 1995, 7, 9.
26. Duan, R. G.; Miller, L. L.; Tomalia, D. A. J. Am. Chem. Soc. 1995, 117, 10783.
27. Roncali, J. Chem. Rev. 1992, 92, 711.
28. (a) Handbook of Conducting Polymers; Skotheim, T. A., Ed.; Marcel Dekker: New York, 1986; Vols 1 and 2.
29. (b) Conjugated Polymers; Bredas, J. L., Silbey, R., Eds.; Kluwer: Dordrecht, The Netherlands, 1991.
30. (c) Conjugated Polymers and Related Materials; Salaneck, W. R., Lundstrom, I., Ranby, B., Eds.; Oxford University Press: Oxford, 1993.
31. See Chen, T. A.; Wu, X.; Rieke, R. R. J. Am. Chem. Soc. 1995, 117, 233. Zotti, G.; Gallazi, M. C.; Zerbi, G.; Meille, S. V. Synth. Met. 1995, 73, 217.
32. See Chen, T. A.; Wu, X.; Rieke, R. R. J. Am. Chem. Soc. 1995, 117, 233. Zotti, G.; Gallazi, M. C.; Zerbi, G.; Meille, S. V. Synth. Met. 1995, 73, 217.
33. Heeger, A. J.; Smith, P. In ref 21b, pp 141-210.
34. Chung, T. C.; Kaufman, J. H.; Heeger, A. J.; Wudl, F. Phys. Rev. 1984, B30, 702. Heeger, A. J.; Kivelson, S.; Schrieffer, J. R.; Su, W. P. Rev. Mod. Phys. 1988, 60, 782.
35. Chung, T. C.; Kaufman, J. H.; Heeger, A. J.; Wudl, F. Phys. Rev. 1984, B30, 702. Heeger, A. J.; Kivelson, S.; Schrieffer, J. R.; Su, W. P. Rev. Mod. Phys. 1988, 60, 782.
36. Chang, A. C.; Miller, L. L. Synth. Met. 1987, 22, 71.; Feldhues, M.; Kampf, G.; Litterer, G.; Mecklenburg, T.; Wegener, P. Synth. Met. 1989, 28, 487.
37. Chang, A. C.; Miller, L. L. Synth. Met. 1987, 22, 71.; Feldhues, M.; Kampf, G.; Litterer, G.; Mecklenburg, T.; Wegener, P. Synth. Met. 1989, 28, 487.
38. Miller, L. L. Mol. Cryst. Liq. Cryst. 1988, 160, 297.
39. Hill, M. G.; Mann, K. R.; Miller, L. L.; Penneau, J. F.; Zinger, B. Chem. Mater. 1992, 4, 1106.
40. Zinger, B.; Mann, K. R.; Hill, M. G.; Miller, L. L. Chem. Mater. 1992, 4, 1113.
41. Tour J. M.; Wu, R. L. Macromolecules 1992, 25, 1901; Guay, J.; Kasai, P.; Diaz, A.; Wu, R. L., Tour, J. M.; Dao, L. H. Chem. Mater. 1992, 4, 1097.
42. Tour J. M.; Wu, R. L. Macromolecules 1992, 25, 1901; Guay, J.; Kasai, P.; Diaz, A.; Wu, R. L., Tour, J. M.; Dao, L. H. Chem. Mater. 1992, 4, 1097.
43. (a) Yassar, A.; Delabouglise, D.; Hmyene, M.; Nessak, B.; Horowitz, G.; Gamier, F. Adv. Mater. 1992, 4, 490.
44. (b) Nessakh, B.; Horowitz, G; Gamier, F.; Deloffre, F.; Srivastava, P.; Yassar, A. J. Electroanal. Chem. 1995, 399, 97.
45. Hotta, A.; Waragai. K. J. Phys. Chem. 1993, 29, 7427. Tanaka, K; Matsuura, Y.; Oshima, Y.; Yamabe, T.; Hotta, S. Synth. Met. 1994, 66, 295.
46. Hotta, A.; Waragai. K. J. Phys. Chem. 1993, 29, 7427. Tanaka, K; Matsuura, Y.; Oshima, Y.; Yamabe, T.; Hotta, S. Synth. Met. 1994, 66, 295.
47. Zotti, G.; Schiavon, G.; Berlin, A.; Pagani, G. Chem. Mater. 1993, 5, 430. Zotti, G.; Schiavon, G.; Berlin, A.; Pagani, G. Chem. Mater. 1993, 5, 620. Zotti, G.; Berlin, A.; Pagani, G.; Schiavon, G.; Zecchin, S. Adv. Mater. 1994, 6, 231.
48. Zotti, G.; Schiavon, G.; Berlin, A.; Pagani, G. Chem. Mater. 1993, 5, 430. Zotti, G.; Schiavon, G.; Berlin, A.; Pagani, G. Chem. Mater. 1993, 5, 620. Zotti, G.; Berlin, A.; Pagani, G.; Schiavon, G.; Zecchin, S. Adv. Mater. 1994, 6, 231.
49. Zotti, G.; Schiavon, G.; Berlin, A.; Pagani, G. Chem. Mater. 1993, 5, 430. Zotti, G.; Schiavon, G.; Berlin, A.; Pagani, G. Chem. Mater. 1993, 5, 620. Zotti, G.; Berlin, A.; Pagani, G.; Schiavon, G.; Zecchin, S. Adv. Mater. 1994, 6, 231.
50. Bauerle, P.; Segelbacher, U.; Maier, A.; Mehring, M. J. Am. Chem. Soc. 1993, 115, 10217.
51. Bauerle, P.; Segelbacher, U.; Gaudl, K. U.; Huttenlocher, D.; Mehring, M. Angew. Chem., Int. Ed. Engl. 1993, 32, 76.
52. Hoeve, W. T.; Wynberg, H.; Havinga, E. E.; Meijer, E. W. J. Am. Chem. Soc. 1991, 113, 5887.36.
53. Harrison, M. G.; Friend, R. H.; Garnier, F.; Yassar, A. Mol Cryst. Liq. Cryst. 1994, 252, 165.
54. Yu, Y.; Gunic, E.; Zinger, B.; Miller, L. L. J. Am. Chem. Soc. 1996,118, 1013.
55. Benz, M. E.; Tabakovic, I.; Miller, L. L. Chem. Mater. 1994, 6, 351. Hong, Y.; Benz, M. E.; Miller, L. L. Synth. Met. 1995, 68, 287.
56. Benz, M. E.; Tabakovic, I.; Miller, L. L. Chem. Mater. 1994, 6, 351. Hong, Y.; Benz, M. E.; Miller, L. L. Synth. Met. 1995, 68, 287.
57. Miller, L. L.; Yu, Y.; Gunic, E.; Duan, R. Adv. Mater. 1995, 7, 547. Hong, Y.; Miller, L. L.; Yu,Y. Synth. Met. 1995, 74, 133.
58. Miller, L. L.; Yu, Y.; Gunic, E.; Duan, R. Adv. Mater. 1995, 7, 547. Hong, Y.; Miller, L. L.; Yu,Y. Synth. Met. 1995, 74, 133.
59. Graf, D. D.; Campbell, J. P.; Miller, L. L.; Mann, K. R. J. Am. Chem. Soc., in press.
60. Hong, Y.; Miller, L. L. Chem. Mater. 1995, 7, 1999.
61. Leeuw, D. M. Synth. Met. 1993, 55-57, 3597.
62. Conwell, E. M.; Mizes, H. A. Synth. Met. 1993, 55-57, 4284. Zakhidov, A. A.; Tanaka, K.; Ito, A.; Okada, M.; Yamabe, T. Synth. Met. 1994, 66, 235.
63. Conwell, E. M.; Mizes, H. A. Synth. Met. 1993, 55-57, 4284. Zakhidov, A. A.; Tanaka, K.; Ito, A.; Okada, M.; Yamabe, T. Synth. Met. 1994, 66, 235.
64. Cornil, J.; Beljonne, D.; Bredas, J. L. J. Chem. Phys. 1995, 103 (2), 834.
65. Zotti, G.; Berlin, A.; Pagani, G.; Sehiavon, G.; Zecchin, S. Adv. Mater. 1994, 6, 231.
66. Nowak, M. J.; Spiegel, D.; Hotta, S.; Heeger, A. J.; Pincus, P. A. Macromolecules 1989, 22, 2917.
67. Prosa, T. J.; Winokur, M. J.; Moulton, J.; Smith, P.; Heeger, A. J. Synth. Met. 1993, 55, 370.