α-Substituent effects and non-bonding electron interactions atthe SN2 transition state, an ab-initio study.

Daniel Kost, Kalman Aviram

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

The trend in reactivity observed for methyl-, methylene-, and methoxymethyl-chlorides is rationalized in terms of turning on and off the four electron repulsion, at the transition state, between a lone pair on the substituent and a π orbital along the reaction coordinate.

Original languageEnglish
Pages (from-to)4157-4160
Number of pages4
JournalTetrahedron Letters
Volume23
Issue number40
DOIs
StatePublished - 1 Jan 1982

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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