Control of the photoisomerization mode of carbon-carbon double bond by intramolecular hydrogen bond; one-way photoisomerization of 2′-hydroxychalcone induced by adiabatic intramolecular hydrogen atom transfer

Chemistry Letters

Volumn , Issue 9, 2000, Pages 1094-1095

  Norikane, Yasuo ^a   Itoh, Hiroki ^b   Arai, Tatsuo ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

^b YAMAGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0034354809     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2000.1094     Document Type: Article

References (20)

1. a) S. J. Formosinho and L. G. Arnaut, J. Photochem. Photobiol. A: Chem., 75, 21 (1993).
2. b) P.-T. Chou, M. L. Martinez, and W. C. Cooper, J. Am. Chem. Soc., 114, 4943 (1992).
3. a) Y. Norikane and T. Arai, Chem. Lett., 1999, 909.
4. b) J. Catalán and C. Díaz, J. Phys. Chem. A, 102, 323 (1998).
5. c) W. Al-Soufi, K. H. Grellmann, and B. Nickel, J. Phys. Chem., 95, 10503 (1991).
6. d) S. Nagaoka, S. Yamamoto, and M. Mukai, J. Photochem. Photobiol. A: Chem. , 105, 29 (1997).
7. e) K. Tokumura, M. Kurauchi, N. Yagata, and M. Itoh, Chem. Phys. Lett., 258, 495 (1996).
8. a) T. Arai, M. Moriyama, and K. Tokumaru, J. Am. Chem. Soc., 116, 3171 (1994).
9. b) F. D. Lewis, B. A. Yoon, T. Arai, T. Iwasaki, and K. Tokumaru, J. Am. Chem. Soc., 117, 3029 (1995).
10. c) T. Arai, M. Obi, T. Iwasaki, K. Tokumaru, and F. D. Lewis, J. Photochem. Photobiol. A: Chem., 96, 65 (1996).
11. d) T. Arai and Y. Maeda, Chem. Lett., 1997, 335.
12. e) M. Obi, H. Sakuragi, and T. Arai, Chem. Lett., 1998, 169.
13. f) T. Arai and Y. Hozumi, Chem. Lett., 1998, 1153.
14. g) Y.-Y. Yang and T. Arai, Tetrahedron Lett., 39, 2617 (1998).
15. T. Arai and M. Ikegami, Chem. Lett., 1999, 965.
16. T. Arai and Y. Norikane, Chem. Lett., 1997, 339.
17. D. E. Nicodem and J. A. D. G. Matos, J. Photochem., 15, 193 (1981).
18. The semiempirical calculations were performed using CAChe MOPAC ver. 94.10 on Macintosh G3 with parameters in Reference 8.
19. J. J. P. Stewart, J. Comp. Chem., 10, 209 (1989).
20. T. Arai and K. Tokumaru, Chem. Rev., 93, 23 (1993).