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Diels-Alder cycloaddition of acetylene gas to a polycyclic aromatic hydrocarbon bay region
Authors:Eric H Fort  Matthew S Jeffreys  Lawrence T Scott
Institution:Merkert Chemistry Center, Department of Chemistry, Boston College, Chestnut Hill, MA 02467-3860, USA.
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-dimesitylbenzoghi]bisanthene (21% conversion in 48 h).
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