Coumarinyl(thienyl)thiazoles: novel photochromes with modulated fluorescence

Org Lett. 2008 Mar 20;10(6):1319-22. doi: 10.1021/ol800223g. Epub 2008 Feb 28.

Abstract

Novel photochromic 5-(3'-coumarinyl)-4-(3''-thienyl)thiazoles have been synthesized. These compounds display intensive fluorescence emission in the open form A, which is modulated by light. Fluorescence intensity decreases significantly upon irradiation of A with UV-light (lambda<400 nm) due to formation of the cyclic form B. Irradiation of B with visible light (lambda>470 nm) promotes its opening and the recovering of fluorescence. Novel dihetarylethenes undergo photochromic modulation of fluorescence both in solution and in polymeric matrices.