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A Triarylamine-Triarylborane Dyad with a Photochromic Dithienylethene Bridge
Journal
Journal of Organic Chemistry
Volume
77
Number
15
Pages / Article-Number
6545-6552
Abstract
A molecular triad composed of a triarylamine donor, a triarylborane acceptor, and a photoisomerizable dithienylethene bridge has been synthesized and explored by cyclic voltammetry, UV–vis, and luminescence spectroscopy. The effects of irradiation with UV light and fluoride addition on the electrochemical and optical spectroscopic properties of the donor–bridge–acceptor molecule were investigated. Photoisomerization of the dithienylethene bridge affects the triarylboron reduction potential, but not the triarylamine oxidation potential. UV–vis experiments reveal that the association constant for fluoride binding at the triarylborane site is independent of the isomerization state of the bridge. Irradiation of a THF solution of our donor–bridge–acceptor molecule with UV light, followed by F– addition, leads to a different color of the sample than UV irradiation alone or F– addition alone.
