Issue 6, 2009

Synthesis and photochromic properties of thiophenophan-1-enes containing a polyether bridge

Abstract

[2.n]Thiophenophan-1-ene derivatives containing a polyether bridge have been synthesized by the coupling reaction of bis(iodomethyl)dithienylethene with polyethylene glycols under high dilution conditions. All prepared [2.n]thiophenophan-1-enes were photochromic, as photocyclization of the open forms took place by UV irradiation to give a yellow solution of the closed form and their ring opening reactions occurred upon visible irradiation. There were significant differences in the quantum yields for the photocyclization reactions and the photo ring-opening reactions due to the difference in their structures since their electric properties are similar. The kinetic parameters of the thermal ring opening reaction of the closed forms of thiophenophan-1-enes were estimated and they were also dependent on their bridges.

Graphical abstract: Synthesis and photochromic properties of thiophenophan-1-enes containing a polyether bridge

Article information

Article type
Paper
Submitted
05 Jan 2009
Accepted
08 Apr 2009
First published
22 Apr 2009

New J. Chem., 2009,33, 1433-1438

Synthesis and photochromic properties of thiophenophan-1-enes containing a polyether bridge

M. Takeshita, C. Tanaka, T. Miyazaki, Y. Fukushima and M. Nagai, New J. Chem., 2009, 33, 1433 DOI: 10.1039/B823492B

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