Structures and photochromic properties of fulgides based on naphtho[1,2-b]furan and benzo[g]indole

被引：0
|
作者：
S. K. Balenko
N. I. Makarova
V. P. Rybalkin
E. N. Shepelenko
L. L. Popova
V. V. Tkachev
S. M. Aldoshin
A. V. Metelitsa
V. A. Bren’
V. I. Minkin
机构：
[1] Southern Federal University,Institute of Physical and Organic Chemistry
[2] Southern Scientific Center of Russian Academy of Sciences,Institute of Problems of Chemical Physics
[3] Russian Academy of Sciences,undefined
来源：
Russian Chemical Bulletin | 2010年 / 59卷
关键词：
fulgide; naphtho[1,2-; ]furan; benzo[; ]indol; synthesis; structure; photocromism;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The novel heterocyclic fulgides, i.e. 3-isopropylidene-4-{1-[5-methoxy-1-(4-methoxy-phenyl)-2-methyl-1H-benzo[g]indol-3-yl]ethylidene}dihydrofuran-2,5-dione and 3-isopropylidene-4-[1-(1-benzyl-5-methoxy-2-methyl-1H-benzo[g]indol-3-yl)ethylidene]dihydrofuran-2,5-dione, were prepared and isolated as E-isomers. Photochromism, E-configuration, and high resistance to photocoloration—photobleaching of solutions of these fulgides as well as 3-isopropylidene-4-[1-(5-methoxy-2-methylnaphtho[1,2-b]furan-3-yl)ethylidene]dihydro-furan-2,5-dione and 3-isopropylidene-4-[1-(5-methoxy-2-methyl-1-phenyl-1H-benzo[g]indol-3-yl)ethylidene]dihydrofuran-2,5-dione synthesized previously were shown by X-ray diffraction analysis, 1H NMR spectroscopy and electronic absorption spectroscopy. The novel fulgides show fluorescence and high thermal stability of photogenerated cyclic form. Repeated photo-coloration—photobleaching is accompanied by reversible photoinduced E—Z isomerization. Benzo[g]indolyl fulgides are characterized by the longer wavelength absorption of both original (E) and photoisomeric cyclic (C) forms as compared to naphthofuran fulgide.
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页码：954 / 959
页数：5
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