Surprising characteristics of D–A-type functional dyes by introducing 4-alkoxythiazoles as the donor-unit. Issue 23 (9th June 2016)

• Record Type: Journal Article
• Authors: Gampe, D.M.; Nöller, F.; Hänsch, V.G.; Schramm, S.; Darsen, A.; Habenicht, S.H.; Ehrhardt, S.; Weiß, D.; Görls, H.; Beckert, R.
• Is Part Of: Tetrahedron. Volume 72:Issue 23(2016)
• Page Start: 3232
• Page End: 3239
• Publication Date: 2016-06-09
• Subjects: Synthesis -- Chromophores -- Fluorophores -- D–A-type dyes -- DFT calculations; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.04.046
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: In this study, we report on the syntheses of novel donor–acceptor molecules. These new dyes comprised benzo[ c ][1, 2, 5]thiadiazole and pendants with one or two 4-alkoxythiazoles as donor parts, which were introduced without Pd-catalyzed cross coupling reactions. The optical and electrochemical properties were studied via absorption, emission spectroscopy and cyclovoltammetric measurements. We experimentally found surprising small band gaps from HOMO to LUMO of 2.4 eV and 2 eV, respectively, which were also investigated using DFT calculations. Graphical abstract: