Unraveling the Photoswitching Mechanism in Donor-Acceptor Stenhouse Adducts

被引：149

作者：

Lerch, Michael M. ^{[1
]}

Wezenberg, Sander J. ^{[1
]}

Szymanski, Wiktor ^{[1
,2
]}

Feringa, Ben L. ^{[1
]}

机构：

[1] Univ Groningen, Stratingh Inst Chem, Ctr Syst Chem, Nijenborgh 4, NL-9747 AG Groningen, Netherlands

[2] Univ Groningen, Univ Med Ctr Groningen, Dept Radiol, Hanzepl 1, NL-9713 GZ Groningen, Netherlands

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 20期

基金：

欧洲研究理事会;

关键词：

AZA-PIANCATELLI REARRANGEMENT; VISIBLE-LIGHT; AZOBENZENE PHOTOSWITCHES; PHOSPHATE-BINDING; AZONIUM IONS; RED-LIGHT; IN-VIVO; SPIROPYRANS; SWITCHES; PHOTOCHROMISM;

D O I：

10.1021/jacs.6b01722

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Molecular photoswitches have opened up a myriad of opportunities in applications ranging from responsive materials and control of biological function to molecular logics. Here, we show that the photoswitching mechanism of donor-acceptor Stenhouse adducts (DASA), a recently reported class of photoswitches, proceeds by photoinduced Z-E isomerization, followed by a thermal, conrotatory 4 pi-electrocyclization. The photogenerated intermediate is manifested by a bathochromically shifted band in the visible absorption spectrum of the DASA. The identification of the role of this intermediate reveals a key step in the photoswitching mechanism that is essential to the rational design of switching properties via structural modification.

引用

页码：6344 / 6347

页数：4

共 68 条

[31] REVERSE PHOTOCHROMISM OF STENHOUSE SALTS [J].