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Synthesis and photochromic properties of 4-[2-(anthracen-9-yl)-5-methyloxazolyl] fulgide
Authors:V. P. Rybalkin  E. N. Shepelenko  V. V. Tkachev  G. V. Shilov  S. K. Balenko  A. V. Tsukanov  L. L. Popova  A. D. Dubonosov  S. M. Aldoshin  V. A. Bren’  V. I. Minkin
Affiliation:(1) Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090 Rostov-on-Don, Russian Federation;(2) Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432 Chernogolovka, Moscow Region, Russian Federation;(3) Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006 Rostov-on-Don, Russian Federation
Abstract:New photochromic fulgide, viz., 4-{1-[2-(anthracen-9-yl)-5-methyloxazol-4-yl]ethylidene}-3-isopropylidenetetrahydrofuran-2,5-dione, with fluorescent properties was synthesized. Studies by electronic, IR, and 1H NMR spectroscopy and X-ray diffraction demonstrated that this fulgide exists in the Z form. Light irradiation of its solutions at a wavelength of 365 nm causes Z/E isomerization giving rise to the thermally stable cyclic form. The latter is transformed into the starting E isomer under light irradiation at λ = 436 nm. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 97–101, January, 2006.
Keywords:fulgide  synthesis  structure  photochromism
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