Using Polarisation Effects to Alter Chemical Reactivity - A Simple Host which Enhances Amine Nucleophilicity

PR Ashton, P Calcagno, KDM Harris, Douglas Philp, N Spencer

Research output: Other contribution

15 Citations (Scopus)

Abstract

The rational design of a bis(phosphine oxide) host which is capable of binding a benzylic amine is presented. The ability of this host to increase the rate of addition of 4-fluorobenzylamine to N-phenylmaleimide is rationalized in terms of the enhancement of the nucleophilicity of the benzylic amine.

Original languageEnglish
Volume2
Publication statusPublished - 18 May 2000

Keywords

  • BISPHOSPHONATE RECEPTOR MOLECULES
  • DIELS-ALDER REACTIONS
  • BIOCHEMICAL PATHWAYS
  • ARTIFICIAL ENZYMES
  • CATALYSIS
  • ACCELERATION
  • RECOGNITION
  • MIMICS
  • MODELS

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