2-Sulfanylhydroquinone Dimer as a Switchable Fluorescent Dye

Chemistry. 2019 Nov 7;25(62):14081-14088. doi: 10.1002/chem.201903436. Epub 2019 Oct 2.

Abstract

A new dye was developed, the photoluminescence properties of which are controlled by a chemical reaction. The fluorescence properties of 2-sulfanylhydroquinone dimers depend on the number of hydroxyl groups that are acylated. Unprotected or monoacylated 2-sulfanylhydroquinone dimers displayed good fluorescence properties, whereas diacylated and tetraacylated 2-sulfanylhydroquinone dimers showed dramatically decreased fluorescence. A monomesylated derivative was devised, which shows good fluorescence characteristics as a switching fluorescence dye through a chemical reaction.

Keywords: 2-sulfanylhydroquinone dimer; acylation; biaryls; fluorescence; hydrolysis.