La formation de biphénylènes par pyrolyse de mélanges de précurseurs de benzynes

A new method of forming biphenylenes substituted on one ring is described using gas-phase pyrolysis of mixtures of precursors of appropriate benzynes. The reaction of two benzynes coming from two different sources leads to the formation of the biphenylenes. The mixture of compounds is sublimed into...

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Bibliographic Details
Published in:Canadian journal of chemistry 1977-01, Vol.55 (1), p.34-43
Main Authors: Martineau, André, DeJongh, Don C
Format: Article
Language:English
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Summary:A new method of forming biphenylenes substituted on one ring is described using gas-phase pyrolysis of mixtures of precursors of appropriate benzynes. The reaction of two benzynes coming from two different sources leads to the formation of the biphenylenes. The mixture of compounds is sublimed into a current of nitrogen and led into an unpacked quartz column heated externally by a furnace.The simultaneous pyrolysis of ninhydrin and tetrachlorophthalic anhydride (molar ratio, 2:1) at 800 °C gives 1,2,3,4-tetrachlorobiphenylene in a 31% yield. The pyrolysis of a mixture of phthalic anhydride and 4-methylphthalic anhydride at 850 °C leads to the formation of 2-methylbiphenylene (molar ratio, 9:1) (16%).
ISSN:0008-4042
1480-3291
DOI:10.1139/v77-007