Unusually efficient trans-to-cis photoisomerization of diphenylbutadiene dendrimers in water

Photochemical & Photobiological Sciences - Tập 10 - Trang 1524-1526 - 2020
Yousuke Miura1, Atsuya Momotake1, Yoko Kanna2, Yoshinobu Nishimura1, Tatsuo Arai1
1Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki, Japan
2Faculty of Science, University of the Ryukyus, Nishihara, Okinawa, Japan

Tóm tắt

A diphenylbutadiene-cored dendrimer exhibited a remarkably high quantum yield for trans-to-cis photoisomerization in aqueous solution. Analysis of the fluorescence lifetimes and the wavelength-dependent excitation spectra suggested that the core butadiene adopts multiple conformations, one or several of which is sufficiently distorted to undergo preferential photoisomerization.

Tài liệu tham khảo

G. N. Lewis, T. T. Magel and D. Lipkin, J. Am. Chem. Soc., 1940, 62, 2973 J. Saltiel, J. Am. Chem. Soc., 1968, 90, 6394 J. Saltiel and E. D. Megarity, J. Am. Chem. Soc., 1972, 94, 2742. J. Saltiel, J. D’Agostino, E. D. Megarity, L. Metts, K. R. Neuberger, M. Wrighton and O. C. Safiriou, in Organic Photochemistry, ed. O. L. Chapman, Marcel Dekker, New York, 1973, Vol. 3, p.1. D. H. Waldeck, Chem. Rev., 1991, 91, 415. G. Likhtenshtein, Stilbenes: Applications in chemistry, Life sciences and materials science, Weinheim, Germany, Wiley-VCH, 2010. G. Hammond and J. Saltiel, J. Am. Chem. Soc., 1962, 84, 4983. J. B. Hurley, T. G. Ebrey, B. Honig and M. Ottolenghi, Nature, 1977, 270, 540. J. E. Kim, M. J. Tauber and R. A. Mathies, Biochemistry, 2001, 40, 13774. H. Nakamichi and T. Okada, Angew. Chem., Int. Ed., 2006, 45, 4270. T. Arai, T. Karatsu, H. Sakuragi and K. Tokumaru, Tetrahedron Lett., 1983, 24, 2873. T. Arai and K. Tokumaru, Chem. Rev., 1993, 93, 23. R. A. Mathies, C. H. Brito Cruz, W. T. Pollard and C. V. Shank, Science, 1988, 240, 777. J. Dobler, W. Zinth, W. Kaiser and D. Oesterhelt, Chem. Phys. Lett., 1988, 144, 215. G. Schneider, R. Diller and M. Stockburger, Chem. Phys., 1989, 131, 17. S. L. Logunov, M. A. El-Sayed and L. Song, J. Phys. Chem., 1996, 100, 2391. R. Govindjee, S. P. Balashov and T. G. Ebrey, Biophys. J., 1990, 58, 597. J. Tittor and D. Oesterhelt, FEBS Lett., 1990, 263, 269. J. Hayakawa, A. Momotake and T. Arai, Chem. Commun., 2003, 94. Y. Miura, A. Momotake, Y. Kanna, Y. Nishimura and T. Arai, Dyes and Pigments, 2011, DOI: 10.1016/j.dyepig.2011.05.002. C. E. Bunker, C. A. Lytle, H. W. Rollins and Y.-P. Sun, J. Phys. Chem. A, 1997, 101, 3214. S. E. Wallace-Williams, S. Møller, R. A. Goldbeck, K. M. Hanson, J. W. Lewis, W. A. Yee and D. S. Kliger, J. Phys. Chem., 1993, 97, 9587. M. Lee, J. N. Haseltine, A. B. Smith III and R. M. Hochstrasser, J. Am. Chem. Soc., 1989, 111, 5044. S. Møller, W. A. Yee, R. A. Goldbeck, S. E. Wallace-Williams, J. W. Lewis and D. S. Kliger, Chem. Phys. Lett., 1995, 243, 579. J. Saltiel, T. S. R. Krishna, S. Laohhasurayotin, K. Fort and R. J. Clark, J. Phys. Chem. A, 2008, 112, 199. J. Saltiel, M. A. Bremer, S. Laohhasurayotin and T. S. R. Krishna, Angew. Chem., Int. Ed., 2008, 47, 1237. L.-Y. Yang, R. S. H. Liu, K. J. Boarman, N. L. Wendt and J. Liu, J. Am. Chem. Soc., 2005, 127, 2404. R. S. H. Liu and A. E. Asato, Proc. Natl. Acad. Sci. U. S. A., 1985, 82, 259. A. Warshel, Nature, 1976, 260, 679. M. Uda, T. Mizutani, J. Hayakawa, A. Momotake, M. Ikegami, R. Nagahata and T. Arai, Photochem. Photobiol., 2002, 76, 596. S. Watanabe, M. Ikegami, R. Nagahata and T. Arai, Bull. Chem. Soc. Jpn., 2007, 80, 586.