Synthesis and studies of new photochromic spiropyrans containing a formylcoumarin fragment

被引：8

作者：

Nikolaeva, O. G. ^{[1
]}

Metelitsa, A. V. ^{[1
]}

Cheprasov, A. S. ^{[2
]}

Karlutova, O. Yu. ^{[1
]}

Starikov, A. G. ^{[2
]}

Dubonosov, A. D. ^{[2
]}

Bren, V. A. ^{[1
]}

Minkin, V. I. ^{[1
,2
]}

机构：

[1] Southern Fed Univ, Inst Phys & Organ Chem, 194-2 Prosp Stachki, Rostov Na Donu 344090, Russia

[2] Russian Acad Sci, Southern Sci Ctr, 41 Ul Chekhova, Rostov Na Donu 344006, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2016年 / 65卷 / 04期

基金：

俄罗斯基础研究基金会;

关键词：

spiropyrans; coumarin; quantum chemical calculations; photochromism; INDOLINE SPIROPYRANS; COUMARIN; SPIROOXAZINES;

D O I：

10.1007/s11172-016-1396-x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A computer search for new photoactive compounds among indoline spiropyrans of coumarin series was carried out using DFT B3LYP/6-31G(d,p) method. Based on the data obtained, the spiropyrans containing a formylcoumarin fragment annulated to the 2H-pyran ring and possessing photochromic properties were synthesized. The structure and photochromism of these compounds were studied by H-1 NMR, IR, and UV/Vis spectroscopy. The introduction of a formyl group into the coumarin moiety of spiropyrans led to a bathochromic shift of the long wavelength absorption maxima of merocyanine isomers, as well as to a considerable increase in their lifetime.

引用

页码：944 / 951

页数：8

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A. V. Metelitsa
A. S. Cheprasov
O. Yu. Karlutova
A. G. Starikov
A. D. Dubonosov
V. A. Bren´
V. I. Minkin
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