Abstract
Photoisomerization of 4-styrylpyridine at different irradiation wavelengths (λ 365 and 254 nm) and in different solvents was studied by UV and 1H NMR spectroscopy. A procedure for recording the UV spectra of 4-styrylpyridine dissolved in liquid crystalline films freely suspended within a frame. The results of quantum-chemical calculations of the geometry and UV spectra of 4-styrylpyridine isomers are presented.
Similar content being viewed by others
References
Spin Crossover in Transition Metal Compounds, Gutlich, P. and Goodwin, H.A., Eds., Berlin: Springer, 2004, vol. 2, p. 261. DOI: 10.1007/b93641.
Hirose, Sh., Hayami, Sh., and Maeda, Y., Bull. Chem. Soc. Jpn, 2000, vol. 73, p. 2059. DOI: 10.1246/bcsj.73.2059.
Matsui, M., Sugiura, T., Nakai, H., Iguchi, S., Shigeoka, S., Takada, H., Odagaki, Y., Nagao, Y., Ushio, Y., Ohmoto, K., Iwamura, H., Yamazaki, S., Arai, Y., and Kawamura, M., J. Med. Chem., 1992, vol. 35, p. 3307. DOI: 10.1021/jm00096a001.
Abbott, B.M., Ferrari, F.D., Harnor, S.J., Barnes, J.C., and Marquez, R., Tetrahedron, 2008, vol. 64, p. 5072. DOI: 10.1016/j.tet.2008.03.066.
Turanova, O.A., Gafiyatullin, L.G., Gnezdilov, O.I., and Turanov, A.N., Russ. J. Gen. Chem., 2011, vol. 81, no. 5, p. 937. DOI: 10.1134/S1070363211050173.
Garcia-Amoros, J., Martınez, M., Finkelmann, H., and Velasco, D., J. Phys. Chem. B, 2010, vol. 114, p. 1287. DOI: 10.1021/jp909557h.
Bossi, M.L., Murgida, D.H., and Aramendia, P.F., J. Phys. Chem. B, 2006, vol. 110, p. 13804. DOI: 10.1021/jp061107x.
Matczyszyn, K. and Sworakowski, J., J. Phys. Chem. B, 2003, vol. 107, p. 6039. DOI: 10.1021/jp026966+.
Leigh, W.J., Frendo, D.T., and Klawunn, P.J., Can. J. Chem., 1985, vol. 63, no. 8, p. 2131. DOI: 10.1139/v85-351.
Ortruba, J.P., III and Weiss, R.G., J. Org. Chem., 1983, vol. 48, no. 20, p. 3448. DOI: 10.1021/jo00168a015.
Calvert, J. G. and Pitts, J. N. Jr., Photochemistry, New York: Wiley, 1966. Translated under the title Fotokhimiya, Moscow: Mir, 1968, p. 423.
Bradamante, S., Facchetti, A., and Pagani, G.A., J. Phys. Org. Chem., 1997, vol. 10, p. 514. DOI: 10.1002/(SICI)1099-1395(199707)10:7〈514.
Hirose, S., Hayami, S., and Maeda, Y., Bull. Chem. Soc. Jpn., 2000, vol. 73, p. 2059. DOI: 10.1246/bcsj.73.2059.
Sinin, A.C., Vvedenie v fiziku zhidkikh kristallov (Introduction in the Physics of Liquid Crystals), Moscow: Vysshaya Shkola, 1983, p. 384.
Neese, F., Comput. Mol. Sci., 2012, vol. 2, p. 73. DOI: 10.1002/wcms.81.
Petrenko, T., Krylova, O., Neese, F., and Sokolowski, M., New J. Phys., 2009, vol. 11, p. 015001. DOI: 10.1088/1367-2630/11/1/015001.
Perdew, J.P., Burke, K., and Ernzerhof, M., Phys. Rev. Lett., 1997, vol. 78, p. 1396. DOI: 10.1103/PhysRevLett.78.1396.
Schafer, A., Horn, H., and Ahlrichs, R., J. Chem. Phys., 1992, vol. 97, no. 4, p. 2571. DOI: 10.1063/1.463096.
Dunning, T.H. Jr., J. Chem. Phys., 1971, vol. 55, no. 2, p. 716. DOI: 10.1063/1.1676139.
Sinnecker, S., Rajendra, A., Klamt, A., Diedenhofen, M., and Neese, F., J. Phys. Chem. A, 2006, vol. 110, p. 2235. DOI: 10.1021/jp056016z.
Chang, M.C. and Hartung, W.H., J. Org. Chem., 1945, vol. 10, no. 1, p. 21. DOI: 10.1021/jo01177a004.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © L.G. Gafiyatullin, L.I. Savostina, O.I. Gnezdilov, O.A. Turanova, I.V. Ovchinnikov, A.N. Turanov, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 6, pp. 966–972.
Rights and permissions
About this article
Cite this article
Gafiyatullin, L.G., Savostina, L.I., Gnezdilov, O.I. et al. Factors affecting photoisomerization of 4-styrylpyridine. Russ J Gen Chem 84, 1146–1152 (2014). https://doi.org/10.1134/S1070363214060164
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363214060164