Surprising characteristics of D–A-type functional dyes by introducing 4-alkoxythiazoles as the donor-unit

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 propert...

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Bibliographic Details
Published in:Tetrahedron 2016-06, Vol.72 (23), p.3232-3239
Main Authors: Gampe, D.M., Nöller, F., Hänsch, V.G., Schramm, S., Darsen, A., Habenicht, S.H., Ehrhardt, S., Weiß, D., Görls, H., Beckert, R.
Format: Article
Language:English
Subjects:
Absorption
Chromophores
Cross coupling
DFT calculations
Dyes
D–A-type dyes
Energy gaps (solid state)
Fluorophores
Mathematical analysis
Molecular orbitals
Optical properties
Synthesis
Tetrahedrons
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Summary: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. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.04.046