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
17 ربيع الثاني 1438
Accepted
21 جمادى الثانية 1438
First published
22 جمادى الثانية 1438

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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