Role of cation - π interactions in the photodimerization of trans-4-styrylpyridines

Journal of the American Chemical Society

Volumn 129, Issue 40, 2007, Pages 12100-12101

  Yamada, Shinji ^a   Uematsu, Naoko ^a   Yamashita, Kaori ^a  

^a OCHANOMIZU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CATION; PYRIDINE DERIVATIVE; STYRENE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; CYCLOADDITION; DIMERIZATION; MOLECULAR INTERACTION; PHOTOCHEMISTRY; PHOTOLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 35048835155     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja074874y     Document Type: Article

References (33)

1. (a) Griesbeck, A. G.; Mattay, J. Synthetic Organic Photochemistry; Marcel Dekker: New York, 2005.
2. (b) Coyle, J. C. Photochemistry in Organic Synthesis; The Royal Society of Chemistry: London, 1986.
3. (c) Horspool, W. M. Synthetic Organic Photochemistry; Plenum Press: New York, 1984.
4. Tanaka, K.; Toda, F. In Organic Solid-State Reactions; Toda, F., Ed.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 2002; pp 109-158.
5. Takagi, K.; Shichi, T. In Solid State and Surface Photochemistry; Ramamurthy, V., Schanze, K. S., Eds.; Marcel Dekker: New York, 2001; pp 31-110.
6. Yang, C.; Inoue, Y. In Cyclodextrin Materials Photochemistry, Photophysics and Photobiology; Douhal, A., Ed.; Elsevier: Amsterdam, 2006; Chapter 11.
7. Ramamurthy, V.; Shailaja, J.; Kaanumalle, L. S.; Sunoj, R. B.; Chandrasekhar, J. Chem. Commun. 2003, 1987.
8. For selected papers, see: (a) Nishijima, M.; Wada, T.; Mori, T.; Pace, T. C. S.; Bohne, C.; Inoue, Y. J. Am. Chem. Soc. 2007, 129, 3478.
9. (b) Takagi, K.; Suddaby, B. R.; Vadas, S. L.; Backer, C. A.; Whitten, D. G. J. Am. Chem. Soc. 1986, 108, 7865.
10. (c) Varshney, D. B.; Gao, X.; Friscic, T.; MacGillivray, L. R. Angew. Chem., Int. Ed. 2006, 45, 646.
11. (d) Karthikeyan, S.; Ramamurthy, V. J. Org. Chem. 2007, 72, 452.
12. (e) Yang, J.; Dewal, M. B.; Shimizu, L. S. J. Am. Chem. Soc. 2006, 128, 8122.
13. Amirsakis, D. G.; Elizarov, A. M.; Garcia-Garibay, M. A.; Glink, P. T.; Stoddart, J. F.; White, A. J. P.; Williams, D. J. Angew. Chem., Int. Ed. 2003, 42, 1126.
14. Williams, J. L. R.; Webster, S. K.; Van Allan, J. A. J. Org. Chem. 1961, 26, 4893.
15. (a) Li, X.-H.; Wu, L.-Z.; Zhang, L.-P.; Tung, C.-H. Org. Lett. 2002, 7, 1175.
16. (b) Zhang, W.-Q.; Zhang, X.-H.; Zheng, Y.; Shen, G.; Zhuang, J.-P. Ganguang Kexue Yu Guang Huaxue 2000, 18, 144.
17. (c) Quina, F. H.; Whitten, D. G. J. Am. Chem. Soc. 1977, 99, 877.
18. (a) Yamada, S.; Inoue, M. Org. Lett. 2007, 9, 1477.
19. (b) Yamada, S.; Yamamoto, J.; Ohta, E. Tetrahedron Lett. 2007, 48, 855.
20. (c) Yamada, S.; Saitho, M.; Misono, T. Tetrahedron Lett. 2002, 43, 5833.
21. (d) Yamada, S.; Morita, C. J. Am. Chem. Soc. 2002, 124, 8184.
22. For a review, see: Yamada, S. Org. Biomol. Chem. 2007, 5, 2903.
23. For a review, see: Ma, J. C.; Dougherty, D. A. Chem. Rev. 1997, 97, 1303.
24. Tsuzuki, S.; Mikami, M.; Yamada, S. J. Am. Chem. Soc. 2007, 129, 8656.
25. Horner, M.; Hünig, S. J. Am. Chem. Soc. 1977, 99, 6120.
26. (a) Yamada, S.; Morimoto, Y. Tetrahedron Lett. 2005, 46, 5673.
27. (b) Yamada, S.; Morimoto, Y.; Misono, T. Tetrahedron Lett. 2006, 47, 5557.
28. (a) Saito, H.; Mori, T.; Wada, T.; Inoue, Y. Org. Lett. 2006, 8, 1909.
29. (b) Saito, H.; Mori, T.; Wada, T.; Inoue, Y. J. Am. Chem. Soc. 2004, 126, 1900.
30. (c) Saito, H.; Mori, T.; Wada, T.; Inoue, Y. Chem. Commun. 2004, 1652.
31. For examples, see: (a) Kim, E. K.; Lee, K. Y.; Kochi, J. K. J. Am. Chem. Soc. 1992, 114, 1756.
32. (b) Ishida, T.; Ibe, S.; Inoue, M. J. Chem. Soc., Perkin Trans. 2 1984, 297.
33. (c) Verhoeven, J. W.; Dirkx, I. P.; de Boer. T. J. Tetrahedron 1969, 25, 4037.