Bulletin of the Chemical Society of Japan p. 2320 - 2322 (1994)
Update date:2022-08-03
Topics:
Nongkynrih, Irona
Mahanti, Mahendra K.
Quinolinium dichromate (QDC) oxidizes cinnamic and crotonic acids smoothly in N,N-dimethylformamide in the presence of an acid.The reaction has a unit dependence on each of the substrate, oxidant, and acid concentrations.The mechanistic pathway involves an electrophilic attack of the oxidant on the double bond of the substrate, giving a carbonium-ion intermediate.This is supported by a small inverse kinetic isotope effect (kH/kD = 0.78) at the α-carbon and the value of ρ = -4.0.
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Doi:10.1039/j39710000068
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