Issue 5, 2017

Functionalization of pentacene-5,7,12,14-tetraone with geminal enediyne and 1,3-dithiole groups

Abstract

Pentacene-5,7,12,14-tetraone was subjected to selective olefination and cross-coupling reactions to yield a new class of pentacene-based π-conjugated systems functionalized with geminal enediyne and 1,3-dithiole groups. The electron donating and accepting effects of enediyne and dithiole groups render these compounds intriguing structural, electronic properties, and redox activities which were systematically investigated by UV-Vis absorption and cyclic voltammetric analyses in conjunction with density functional theory (DFT) calculations. The bis(enediyne)-substituted pentacenedione showed potential application in the preparation of carbon-rich polymeric materials.

Graphical abstract: Functionalization of pentacene-5,7,12,14-tetraone with geminal enediyne and 1,3-dithiole groups

Supplementary files

Article information

Article type
Research Article
Submitted
15 Jan 2017
Accepted
20 Mar 2017
First published
21 Mar 2017

Org. Chem. Front., 2017,4, 804-810

Functionalization of pentacene-5,7,12,14-tetraone with geminal enediyne and 1,3-dithiole groups

E. A. Younes and Y. Zhao, Org. Chem. Front., 2017, 4, 804 DOI: 10.1039/C7QO00041C

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