Ionicity of intramolecular charge-transfer molecule Dδ+-π-Aδ- based on 1,3,3-trimethyl-2-methyleneindoline and 7,7,8,8-tetracyanoquinodimethane

Journal of the American Chemical Society

Volumn 125, Issue 5, 2003, Pages 1134-1135

  Saito, Gunzi ^a   Chong, Chin Hong ^a   Makihara, Masaru ^a   Otsuka, Akihiro ^a   Yamochi, Hideki ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CHEMICAL STRUCTURE; ELECTRICITY; ELECTRON TRANSPORT; ENERGY; HYPERPOLARIZATION; MATHEMATICAL COMPUTING; OXIDATION REDUCTION REACTION;

EID: 0037419877     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja027749p     Document Type: Article

References (27)

1. Bell, N. A.; Crouch, D. J.; Simmonds, D. J.; Goeta, A. E.; Gelbrich, T.; Hursthouse, M. B. J. Mater. Chem. 2002, 12, 1274.
2. Higashino, K.; Nakaya, T.; Ishiguro, E. J. Photochem. Photobiol. A: Chem. 1994, 79, 81.
3. Ashwell, G. J. Thin Solid Films 1990, 186, 155.
4. (a) Katz, H. E.; Singer, K. D.; Sohn, J. E.; Dirk, C. W.; King, L. A.; Gordon, H. M. J. Am. Chem. Soc. 1987, 109, 6561.
5. (b) Marder, S. R.; Gorman, C. B.; Meyers, F.; Perry, J. W.; Bourhill, G.; Bredas, J.-L.; Pierce, B. M. Science 1994, 265, 632.
6. (c) Barzoukas, M.; Runser, C.; Fort, A.; B-Desce, M. Chem. Phys. Lett. 1996, 257, 531.
7. (d) Szablewski, M.; Thomas, P. R.; Thornton, A.; Bloor, D.; Cross, G. H.; Cole, J. M.; Howard, J. A. K.; Malagoni, M.; Meyers, F.; Bredas, J.-L.; Wenseleers, W.; Goovaerts, E. J. Am. Chem. Soc. 1997, 119, 3144.
8. (a) Metzger, R. M.; Chen, B.; Höpfner, U.; Lakshmikantham, M. V.; Vuillaume, D.; Kawai, T.; Wu, X.; Tachibana, H.; Hughes, T. V.; Sakurai, H.; Baldwin, J. W.; Hosch, C.; Cava, M. P.; Brehmer, L.; Ashwell, G. J. J. Am. Chem. Soc. 1997, 119, 10455.
9. (b) Metzger, R. M. Acc. Chem. Res. 1999, 32, 950.
10. Neilands, O. Mol. Cryst. Liq. Cryst. 2001, 355, 331.
11. Banister, A. J.; Bricklebank, N.; Lavender, I.; Rawson, J. M.; Gregory, C. I.; Tanner, B. K.; Clegg, W.; Elsegood, M. R. J.; Palacio, F. Angew. Chem., Int. Ed. Engl. 1996, 35, 2533.
12. Ishiguro, T.; Yamaji, K.; Saito, G. Organic Superconductors, 2nd ed.; Springer-Verlag: Berlin, 1998.
13. (b) Saito, G.; Ferraris, J. P. Bull. Chem. Soc. Jpn. 1980, 53, 2141.
14. (c) Torrance, J. B. Acc. Chem. Res. 1979, 12, 79.
15. (a) McConnell, H. M.; Hoffman, B. M.; Metzger, R. M. Proc. Natl. Acad. Sci. U.S.A. 1965, 53, 46.
16. (b) Torrance, J. B.; Vazquez, J. E.; Mayerle, J. J.; Lee, V. Y. Phys. Rev. Lett. 1981, 46, 253.
17. (c) Seo, H. J. Phys. Soc. Jpn. 2000, 69, 805.
18. (a) Alcalade, E.; Dinares, I.; Elguero, J.; Fayet, J.-P.; Vertut, M.-C.; Miravittlles, C.; Molins, E. J. Org. Chem. 1987, 52, 5009.
19. (b) Catalan, J.; Mena, E.; Meutermans, W.; Elguero, J. J. Phys. Chem. 1992, 96, 3615.
20. (c) Broo, A.; Zemer, M. C. Chem. Phys. 1995, 196, 407, 423.
21. Runser, C.; Fort, A.; Barzoukas, M.; Combellas, C.; Suba, C.; Thiebault, A.; Graff, R.; Kintzinger, J. P. Chem. Phys. 1995, 193, 309.
22. Reichardt, C. Chem. Rev. 1994, 94, 2319.
23. Swain, C. G.; Lupton, E. C., Jr. J. Am. Chem. Soc. 1968, 90, 4328.
24. Foster, R. Organic Charge-Transfer Complexes; Academic Press: London, 1969.
25. Förster, Th. Z. Elektrochem. 1939, 45, 549.
26. Calculated by INDO/S Hamiltonian (20 × 20 CI) using the MOS-F program package.
27. Ducuing, J.; Flytzanis, C. Second-Order Optical Processes in Solids. In Optical Properties of Solids; Abeles, F., Ed.; North-Holland Publishing Co.: Amsterdam, 1972; p 863.