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. 2012 Aug 21;48(65):8102-4.
doi: 10.1039/c2cc33885h. Epub 2012 Jul 5.

Diels-Alder cycloaddition of acetylene gas to a polycyclic aromatic hydrocarbon bay region

Eric H Fort  1 , Matthew S Jeffreys, Lawrence T Scott
Affiliations

Diels-Alder cycloaddition of acetylene gas to a polycyclic aromatic hydrocarbon bay region

Eric H Fort et al. Chem Commun (Camb). .

Abstract

The direct conversion of a polycyclic aromatic hydrocarbon bay region to a new, unsubstituted benzene ring by Diels-Alder cycloaddition of acetylene gas is reported for the first time. At 140 °C in dimethylformamide, under 1.8 atm pressure of acetylene gas, 7,14-dimesitylbisanthene is slowly converted to 7,14-dimesitylbenzo[ghi]bisanthene (21% conversion in 48 h).

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