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Novel Dithienylethenes with Extended π‐Systems: Synthesis by Aldol Condensation and Photochromic Properties
Author(s) -
Altenhöner Kai,
Lamm JanHendrik,
Mattay Jochen
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000721
Subject(s) - photochromism , cyclopentene , chemistry , aldol condensation , aldol reaction , condensation , spiropyran , photoswitch , stereoselectivity , photochemistry , condensation reaction , combinatorial chemistry , organic chemistry , catalysis , physics , thermodynamics
A facile and stereoselective route to symmetric π‐extended dithienylethene derivatives is described. The key step of this route is an aldol condensation of 1,2‐bis(5‐formyl‐2‐methylthiophen‐3‐yl)cyclopentene with a large variety of acyl compounds. All synthesized photoswitches can be reversibly converted into the closed form by irradiation with visible light. The photochromic properties of nine new dithienylethenes are discussed.
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