Journal of the Chemical Society. Perkin transactions II p. 1961 - 1964 (1990)
Update date:2022-08-11
Topics:
Jenner, Gerard
Salem, Ridha Ben
In contrast with other (C...H...N) hydrogen transfers, the high-pressure kinetics of the ene reaction between cyclohexa-1,4-diene and diethyl azodicarboxylate show a concerted transition state.The discrepancy is assingned to the enhanced rigidity of the cyclohexadiene molecule with orthogonal hydrogen transfer to the nitrogen atom.Cyclohexa-1,3-diene reacts with diethyl azodicarboxylate according to a concerted Diels-Alder reaction.
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