New photochromic indoline spiropyrans containing cationic substituent in the 2H-chromene moiety

被引：15

作者：

Pugachev, Artem D. ^{[1
]}

Lukyanova, Maria B. ^{[1
]}

Lukyanov, Boris S. ^{[1
,2
]}

Ozhogin, Ilya V. ^{[1
]}

Kozlenko, Anastasia S. ^{[1
]}

Rostovtseva, Irina A. ^{[1
]}

Makarova, Nadezhda I. ^{[1
]}

Tkachev, Valery V. ^{[3
]}

Aksenov, Nikolai A. ^{[4
]}

机构：

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

[2] Don State Tech Univ, 1 Gagarin Sq, Rostov Na Donu 344000, Russia

[3] Russian Acad Sci, Inst Problems Chem Phys, 1 Akad Semenova Ave, Chernogolovka 142432, Moscow Region, Russia

[4] North Caucasus Fed Univ, Dept Chem, 1a Pushkin St, Stavropol 355009, Russia

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2019年 / 1178卷

关键词：

Spiropyrans; Photochromism; Indolines; 2H-chromenes; Molecular switches; Single crystal X-ray analysis; SENSOR;

D O I：

10.1016/j.molstruc.2018.10.062

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

New indoline spiropyrans containing conjugated cationic fragments and bulky substituents in the 2H-chromene moiety were synthesized by a simple one-pot method. The structures of the obtained compounds were confirmed by H-1 and C-13 NMR (including 2D methods) and IR spectroscopy, as well as by element analysis and HRMS. Molecular structure of 1,3,3-trimethy1-6'-formy1-8'-benzyl-spiro[indoline2,2'-2H-chromene] was refined by single crystal X-ray. A comparative analysis of the spectral and photochromic properties of salt spiropyrans and similar structures without a cationic fragment was carried out. It was found that the introduction of the cationic substituent at the 6'-position of the 2-H-chromene moiety leads to a significant increase in the photoinduced isomer's lifetime. (C) 2018 Elsevier B.V. All rights reserved.

引用

页码：590 / 598

页数：9

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