π-π and σ-π interactions in α,ω-dinaphthyl and -dianthryl oligosilanes in solution

Chemistry Letters

Volumn , Issue 10, 2001, Pages 994-995

  Karatsu, Takashi ^a   Shibata, Toshifumi ^a   Nishigaki, Atsuko ^a   Fukui, Keijiro ^a   Kitamura, Akihide ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0035656038     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.994     Document Type: Article

References (15)

1. a) H. Sakurai, K. Sakamoto, A. Nakadaira, and M. Kira, Chem. Lett., 1985, 497.
2. b) M. Daney, C. Vanucci, J.-P. Desvergne, A. Castellan, and H. Bouas-Laurent, Tetrahedron Lett., 26, 1505 (1985).
3. C. G. Pitt, R. N. Carey, and E. C. Toren, Jr., J. Am. Chem. Soc., 94, 3806 (1972).
4. a) D. Declercq, P. Delbeke, F. C. de Schryver, L. V. Meervelt, and R. D. Miller, J. Am. Chem. Soc., 115, 5702 (1993).
5. b) D. Declercq, F. C. de Schryver, and R. D. Miller, Chem. Phys. Lett., 186, 467 (1991).
6. M.-C. Fang, A. Watanabe, and M. Tatsuda, Macromol., 29, 6807 (1996).
7. H.-D. Becker, "Advances in Photochemistry," ed. by D. H. Volman, G. S. Hammond, and K. Gollnick, John Wiley & Sons, Inc., New York (1990), Vol. 15, pp 139-227.
8. H. Bouras-Laurent and J-P. Desvergne, "Photochromism," ed. by H. Dürr and H. Bouras-Laurent, Elsevier, Amsterdam (1990), Chap. 14, pp 561-630 and cited therein.
9. H. Gilman and S. Inoue, J. Org. Chem., 23, 3418 (1964).
10. For example, Hs at the 2, 3, 4, 5, 6, 7, and 8 positions on a naphthalene ring were observed at 7.80, 7.20, 7.80, 7.57, 7.39, 7.39, 7.80 ppm for 2 and 7.84, 7.46, 7.84, 7.63, 7.46, 7.46, 7.98 ppm for 1-(pentamethyldisilyl)naphthalene, respectively.
11. T. Hayashi, N. Mataga, Y. Sakata, S. Misumi, M. Morita, and J. Tanaka, J. Am. Chem. Soc., 98, 5910 (1976).
12. F. Hirayama, J. Chem. Phys., 42, 3163 (1965).
13. The nearest distance between the 9-9′ position is calculated to be 3.55 Å by the PM3 method for the eclipsed conformer of the ground state 6.
14. H. Shizuka, Y. Sato, Y. Ueki, M. Ishikawa, and M. Kumada, J. Chem. Soc., Faraday Trans. 1, 80, 341 (1984).
15. M. Kira, T. Miyazawa, H. Sugiyama, M. Yamaguchi, and H. Sakurai, J. Am. Chem. Soc., 115, 3116 (1993).