Synthesis
DOI: 10.1055/s-0036-1588581
paper
© Georg Thieme Verlag Stuttgart · New York

Small Molecules as Long-Wavelength Fluorophores: Push-Pull Substituted 4-Alkoxy-1,3-thiazoles

Stefanie H. Habenichta, Philip Rohlanda, Jeaninne Reichela, Tarita Biverb, Pierpaolo Mineib, Dörthe Jakobia, Andrea Puccib, Dieter Weißa, Rainer Beckert*a, Helmar Görlsc
  • aInstitute of Organic Chemistry and Macromolecular Chemistry, Friedrich-Schiller-University, Humboldtstr. 10, 07743 Jena, Germany   Email: c6bera@uni-jena.de
  • bDipartimento di Chimica e Chimica Industriale, Università di Pisa, via Moruzzi 13, 56124 Pisa, Italy
  • cInstitute of Inorganic and Analytical Chemistry, Friedrich-Schiller-University, Humboldtstr. 8, 07743 Jena, Germany
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Publication History

Received: 12 July 2017

Accepted after revision: 07 September 2017

Publication Date:
26 September 2017 (eFirst)

Dedicated to Professor Waldemar Adam on the occasion of his 80th birthday

Abstract

A series of donor-π-acceptor (D-π-A) substituted 4-hydroxythiazoles have been synthesized. Electron-donating groups (4-methoxyphenyl and 4-dimethylaminophenyl) were installed in the 5-position of the thiazole; thiophene/pyridine-bridged acceptors (formyl groups and their Knoevenagel condensation products) were placed in the 2-position. The influence of D-π-A character on the photophysical properties and electronic structure was investigated by means of UV/Vis and fluorescence spectroscopy.

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