Aromatic cation activation of alcohols: conversion to alkyl chlorides using dichlorodiphenylcyclopropene

Brendan D Kelly1, Tristan H Lambert

  • 1Department of Chemistry, Columbia University, New York, New York 10027, USA.

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Consider the bromination of cyclopentene. Molecular bromine is polarized in the proximity of the π electrons of cyclopentene. An electrophilic bromine atom adds across the double bond, forming a cyclic bromonium ion intermediate.
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