Treatment of cyclohexene with iodobenzene under the conditions of the Heck reac- tion might be expected to give 1-phenylcyclohexene. The exclusive product, however, is 3-phenylcyclohexene. Account for the formation of this product. CH3 Pd(OAc), 2 PhạP + CGH;I (CH,CH2),N 3-Phenylcyclohexene (racemic) 1-Phenylcyclohexene (not formed)

Treatment of cyclohexene with iodobenzene under the conditions of the Heck reac- tion might be expected to give 1-phenylcyclohexene. The exclusive product, however, is 3-phenylcyclohexene. Account for the formation of this product. CH3 Pd(OAc), 2 PhạP + CGH;I (CH,CH2),N 3-Phenylcyclohexene (racemic) 1-Phenylcyclohexene (not formed)

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter24: Catalytic Carbon-carbon Bond Formation

Section: Chapter Questions

Problem 24.11P: Treatment of cyclohexene with iodobenzene under the conditions of the Heck reaction might be...

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