Are electrophilicity and electrofugality related concepts? A density functional theory study

Org Lett. 2011 Feb 18;13(4):822-4. doi: 10.1021/ol103033j. Epub 2011 Jan 14.

Abstract

It is proposed that the electrofugality of a fragment within a molecule is determined by its group nucleophilicity. The variation of electrofugality should be tightly related to the electron releasing ability of the substituent attached to the electrofuge moiety. This contribution closes the set of relationships between philicity and fugality quantities: while nucleofugality appears related to the group electrophilicity of the leaving group, electrofugality is related to the group nucleophilicity of the permanent group.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Algorithms*
  • Electrochemistry
  • Electrons
  • Models, Molecular*
  • Sulfur Compounds / chemistry*

Substances

  • Sulfur Compounds