Steric effects on the C6-C1-C2 valence angle in exo-6-chloronorbornenes: Implications for orbital coupling

Timothy A. Waugh, Joseph K. Agyin, John J. Nash, Harry Morrison

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Ab initio calculations on norbornenyl derivatives indicate that steric interactions between bridgehead and exo-6-chlorine substituents result in a diminished C6-C1-C2 valence angle. Computational and spectral data are presented which indicate that this diminution leads to enhanced through-space orbital coupling.

Original languageEnglish (US)
Pages (from-to)6717-6720
Number of pages4
JournalTetrahedron Letters
Volume40
Issue number37
DOIs
StatePublished - Sep 10 1999

Keywords

  • Bicyclic aliphatic compounds
  • Geometry
  • Stereoelectronic effects
  • Substituent effects

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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