Issue 53, 2012

Unexpected formation of a cyclic vinylene sulfate in the synthesis of ethynyl-substituted acenes

Abstract

(E)-2-Styrylanthracene derivatives containing triisopropylsilylacetylene groups at the 9 and 10 positions were synthesized and characterized. The electronic properties have been studied by DFT calculations, spectroscopy and electrochemistry, revealing asymmetric resonance stabilization effects that result in the regioselective formation of an unusual cyclic vinylene sulfate.

Graphical abstract: Unexpected formation of a cyclic vinylene sulfate in the synthesis of ethynyl-substituted acenes

Supplementary files

Article information

Article type
Communication
Submitted
19 Apr 2012
Accepted
04 May 2012
First published
04 May 2012

Chem. Commun., 2012,48, 6651-6653

Unexpected formation of a cyclic vinylene sulfate in the synthesis of ethynyl-substituted acenes

B. Djukic and D. F. Perepichka, Chem. Commun., 2012, 48, 6651 DOI: 10.1039/C2CC32805D

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