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Palladium-promoted formation of cyclohexenonitriles from 1-hexene and acrylonitrile

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
142
Issue
3
Identifiers
DOI: 10.1016/s0022-328x(00)88354-0

Abstract

Abstract Acrylonitrile and 1-hexene react in the presence of palladium on charcoal to give four isomers of 3,6-dimethylcyclohexenonitriles along with 2,5-dimethylbenzonitrile. The reaction probably involves palladium-promoted dehydrogenation of 1-hexene to 2,4-hexadienes followed by a Diels—Alder reaction between 2,4-hexadiene and acrylonitrile. The structures of the main products are discussed.

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