Synthesis and photochromic properties of 4-[2-(anthracen-9-yl)-5-methyloxazolyl] fulgide |
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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 |
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Institution: | (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 |
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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. |
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Keywords: | fulgide synthesis structure photochromism |
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