The mechanism of solvolysis of (2-bromoethyl)trimethylsilane. Evidence for the migration of the trimethylsilyl group

  • Cook M
  • Eaborn C
  • Walton D
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Abstract

When solvolysis of the bromide Me3SiCH2CD2Br by aqueous methanol is allowed to proceed to about 50% completion, the recovered bromide contains Me3SiCD2CH2Br and Me3SiCH2CD2Br, in 1 2 ratio. This migration of the Me3Si group is consistent with a mechanism involving anchimerically assisted ionization of the CBr bond to give a silacyclopropenium ion. © 1970.

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Authors

  • M. A. Cook

  • C. Eaborn

  • D. R.M. Walton

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