Effects of π-extension on pyrrole hemithioindigo photoswitches

被引:18
作者
Zweig, Joshua E. [1 ]
Ko, Tongil A. [1 ]
Huang, Junrou [1 ]
Newhouse, Timothy R. [1 ]
机构
[1] Yale Univ, Dept Chem, 225 Prospect St, New Haven, CT 06520 USA
基金
美国国家科学基金会;
关键词
Hemithioindigo; Photoswitch; TD-DFT; LIGHT; PHOTOISOMERIZATION; PHOTOCHROMISM;
D O I
10.1016/j.tet.2019.130466
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The most red-shifted hemithioindigo photoswitches have been identified through systematic introduction of aryl units to a parent pyrrole hemithioindigo photoswitch. Increasing the size of the 5'-aryl substituent is ineffective at producing further redshifted chromophores. A second generation of 3',5'-diarylated photoswitches which possess increased tunability is reported. Experimental and computational evidence indicates the 4' position is electronically isolated from the bulk of the conjugated system. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页数:10
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