Synthetic approach for elucidation of relationship between photophysical properties and conformation of oligosilanes

Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

Volumn 60, Issue 8, 2002, Pages 762-773

  Tsuji, Hayato ^a   Michl, Josef ^a   Toshimitsu, Akio ^a   Tamao, Kohei ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Avoided crossing model; Bicyclic disilane; CI calculation; Conformation; Cyclic carbosilane; Excited state; Matrix isolation; Oligosilane; UV absorption; conjugation

Indexed keywords

CONFORMATIONS; ELECTRON TRANSITIONS; LIGHT ABSORPTION; MATHEMATICAL MODELS; PHYSICAL CHEMISTRY; SYNTHESIS (CHEMICAL);

CONJUGATION; ELUCIDATION; OLIGOSILANE CHROMOPHORES; PHOTOPHYSICAL PROPERTIES; TETRASILANE; ULTRAVIOLET ABSORPTION; VALENCE EXCITED STATES;

CHROMOPHORES;

EID: 0036701845     PISSN: 00379980     EISSN: None     Source Type: Journal    
DOI: 10.5059/yukigoseikyokaishi.60.762     Document Type: Article

References (64)

1. (a) R. D. Miller, J. Michl, Chem. Rev., 89, 1359 (1989);
2. (b) CMC (1989)
3. (c) No. 29, (1991)
4. (c) R. West, "Comprehensive Organometallic Chemistry II", ed. by E. W. Abel, F. G. A. Stone, G. Wilkinson, Pergamon, Oxford, 1995, Vol. 2, p 77;
5. (d) 47, 89 (1998)
6. (e) J. Michl, R. West, "Silicon-Containing Polymers", ed. by R. G. Jones, W. Ando, J. Chojnowski, Kluwer Academic Publishers, Dordrecht, 2000, p 499;
7. (f) R. West, "The Chemistry of Organic Silicon Compounds", Vol. 3, ed. by. Z. Rappoport, Y. Appeloig, Wiley, Chichester, 2001, p 541
8. Electrical conductivity: (a) R. West, J. Organomet. Chem., 300, 327 (1986);
9. (b) R. West, L. D. David, P. I. Djurovich, K. L. Stearley, K. S. V. Srinivasan, H. Yu, J. Am. Chem. Soc., 103, 7352 (1981).
10. Photoconductivity: (a) M. Fujino, Chem. Phys. Lett., 136, 451 (1987);
11. (b) R. G. Kepler, J. M. Zeigler, L. A. Harrah, S. R. Kurtz, Phys. Rev. B, 35, 2818 (1987)
12. (a) H. Gilman, W. H. Atwell, G. L. Schwebke, Chem. Ind. (London), 1964, 1063;
13. (b) idem, J. Organomet. Chem., 2, 369, (1964);
14. (c) H. Sakurai, M. Kumada, Bull. Chem. Soc. Jpn., 37, 1894 (1964);
15. (d) M. Kumada, K. Tamao, Adv. Organomet. Chem., 6, 19 (1968).
16. (a) S. S. Bukalov, L. A. Leites, R. West, Macromolecules, 34, 6003 (2001);
17. (b) C.-H. Yuan, R. West, Macromolecules, 31, 1087 (1998);
18. (c) T. Sanji, K. Sakamoto, H. Sakurai, Bull. Chem. Soc. Jpn., 68, 1052 (1995);
19. (d) R. D. Miller, R. Sooriyakumaran, Macromolecules, 21, 3120 (1988);
20. L. A. Harrah, J. M. Zeigler, J. Polym. Sci., Polym. Lett. Ed., 23, 209 (1985)
21. T. Gahimer, W. J. Welch, Polymer, 37, 1815 (1996)
22. K. Oka, N. Fujiue, T. Dohmaru, J. Am. Chem. Soc., 119, 4074 (1997)
23. Ionochromism: C.-H. Yuan, R. West, Chem. Commun., 1997, 1825
24. Electrochromism: M. Fujino, T. Hisaki, N. Matsumoto, Macromolecules, 28, 5017 (1995)
25. Piezochromism: K. Song, H. Kuzmany, G. M. Wallraff, R. D. Miller, J. F. Rabolt, Macromolecules, 23, 3870 (1990)
26. T. Sanji, K. Sakamoto, H. Sakurai, K. Ono, Macromolecules, 32, 3788 (1999), and references cited therein
27. (a) 58, 1178 (2000)
28. (b) 59, 996, (2001)
29. (a) 1999, p 104
30. (b) G. P. Moss, Pure Appl. Chem., 68, 2193 (1996)
31. (a) F. Neumann, H. Teramae, J. W. Downing, J. Michl, J. Am. Chem. Soc., 120, 573 (1998);
32. (b) H. A. Fogarty, C.-H. Ottosson, J. Michl, J. Mol. Struct. (THEOCHEM), 506, 243 (2000)
33. J. Michl, R. West, Acc. Chem. Res., 33, 821 (2000)
34. C. Sandorfy, Can. J. Chem., 33, 1337 (1955)
35. V. Balaji, J. Michl, Polyhedron, 10, 1265 (1991)
36. (a) H. S. Plitt, J. W. Downing, M. K. Raymond, V. Balaji, J. Michl, J. Chem. Soc., Faraday Trans, 90, 1653 (1994);
37. (b) H. Teramae, J. Michl, Mol. Cryst. Liq. Cryst., 256, 149 (1994)
38. B. Albinsson, H. Teramae, J. W. Downing, J. Michl, Chem. Eur. J., 2, 529 (1996)
39. (a) B. Albinsson, H. Teramae, H. S. Plitt, L. M. Goss, H. Schmidbaur, J. Michl, J. Phys. Chem., 100, 8681 (1996);
40. (b) R. Crespo, H. Teramae, D. Antic, J. Michl, Chem. Phys., 244, 203 (1999)
41. R. Crespo, M. Merchán, J. Michl, J. Phys. Chem. A, 104, 8593 (2000)
42. R. Imhof, H. Teramae, J. Michl, Chem. Phys. Lett., 270, 500 (1997)
43. H. A. Fogarty, H. Tsuji, D. E. David, C.-H. Ottosson, J. Michl, K. Tamao, M. Ehara, H. Nakatsuji, J. Phys. Chem. A, 106, 2369 (2002)
44. K. Tamao, H. Tsuji, M. Terada, M. Asahara, S. Yamaguchi, A. Toshimitsu, Angew. Chem., Int. Ed., 39, 3287 (2000)
45. (a) R. J. P. Corriu, C. Guerin, J. J. E. Moreau, "The Chemistry of Organic Silicon Compounds", ed. by S. Patai, Z. Rappoport, John Wiley, Chichester, 1989, Vol. 1, p 305;
46. (b) R. R. Holmes, Chem. Rev., 90, 17 (1990)
47. P. J. Lennon, D. P. Mack, Q. E. Thompson, Organometallics, 8, 1121 (1989)
48. K. Tamao, H. Tsuji, A. Toshimitsu, Synlett, 2001, 964
49. (a) K. Tamao, M. Terada, H. Tsuji, A. Toshimitsu, to be submitted;
50. (b) 45 A103, 1998
51. S. Mazières, M. K. Raymond, G. Raabe, A. Prodi, J. Michl, J. Am. Chem. Soc., 199, 6682 (1997)
52. P. Kazszynski, A. C. Friedli, J. Michl, J. Am. Chem. Soc., 114, 601 (1992)
53. H. Tsuji, A. Toshimitsu, K. Tamao, J. Michl, J. Phys. Chem. A 105, 10246 (2001)
54. C.-H. Ottosson, J. Michl, J. Phys. Chem. A 104, 3367 (2000)
55. H. Tachibana, M. Matsumoto, Y. Takura, Y. Morimoto, A. Yamaguchi, S. Koshihara, R. D. Miller, S. Abe, Phys. Rev. B, 47, 4363 (1993)
56. R. Tanaka, M. Unno, H. Matsumoto, Chem. Lett., 1999, 595
57. S. Toyoda, M. Fujiki, Chem. Lett., 1999, 699
58. (a) H. Frey, M. Möller, K. Matyjaszewski, Macromolecules, 27, 1814 (1994);
59. (b) K. Obata, C. Kabuto, M. Kira, J. Am. Chem. Soc., 119, 11345 (1997)
60. (a) I. El-Sayed, Y. Hatanaka, C. Muguruma, S. Shimada, M. Tanaka, N. Koga, M. Mikami, J. Am. Chem. Soc., 121, 5095 (1999);
61. (b) I. El-Sayed, Y. Hatanaka, S. Onozawa, M. Tanaka, ibid., 123, 3597 (2001)