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.

引用

页码：954 / 959

页数：5

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