Issue 65, 2012

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

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).

Graphical abstract: Diels–Alder cycloaddition of acetylene gas to a polycyclic aromatic hydrocarbon bay region

  • This article is part of the themed collection: Aromaticity

Supplementary files

Article information

Article type
Communication
Submitted
30 5 2012
Accepted
19 6 2012
First published
05 7 2012

Chem. Commun., 2012,48, 8102-8104

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

E. H. Fort, M. S. Jeffreys and L. T. Scott, Chem. Commun., 2012, 48, 8102 DOI: 10.1039/C2CC33885H

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