Issue 7, 2019

Divergent synthesis of 3-substituted thieno[3,4-b]thiophene derivatives via hydroxy-based transformations

Abstract

Herein, we have developed the first Pd-catalytic method for the preparation of 3-hydroxythieno[3,4-b]thiophene-2-carboxylate, which can be widely utilized as the chemical building block for modular assembly of structurally diverse 3-substituted thieno[3,4-b]thiophene derivatives via hydroxy-based transformation. Furthermore, we have evaluated the effect on their photophysical properties of the introduction of different substitutions at the C3-position and prepared conjugated polymers bearing 3-substituted thieno[3,4-b]thiophene units. We demonstrated that the photoluminescence (PL) properties of thieno[3,4-b]thiophene-2-carboxylate can be efficiently modulated by introducing different functional groups at the C3-position.

Graphical abstract: Divergent synthesis of 3-substituted thieno[3,4-b]thiophene derivatives via hydroxy-based transformations

Supplementary files

Article information

Article type
Research Article
Submitted
26 Febr. 2019
Accepted
30 Apr. 2019
First published
06 Maijs 2019

Mater. Chem. Front., 2019,3, 1422-1426

Divergent synthesis of 3-substituted thieno[3,4-b]thiophene derivatives via hydroxy-based transformations

Y. Zhou, J. Hao and D. Zhao, Mater. Chem. Front., 2019, 3, 1422 DOI: 10.1039/C9QM00128J

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