Additivity of ring distortions in halogen-substituted aromatics: a gas-phase electron diffraction and computational study

Derek A. Wann, Sarah L. Masters, Heather E. Robertson, David W. H. Rankin

Research output: Contribution to journalArticlepeer-review

Abstract

The gas-phase structures of 1,2,3-trifluorobenzene, 1,3,5-trifluorobenzene, 2,6-difluoropyridine, and 2,6-dichloropyridine have been determined using electron diffraction and computational methods. The accuracy afforded by modern experimental methods has allowed subtle trends to be identified in the geometrical parameters of the rings. Comparisons have also been made between experimental and theoretical structures. Although the effects of multiple fluorine substituents on a benzene ring are shown to be more or less additive, distortions caused by replacement of a ring carbon atom by nitrogen and by halogen substituents are not.

Original languageEnglish
Pages (from-to)7882-7887
Number of pages6
JournalThe Journal of Physical Chemistry A
Volume111
DOIs
Publication statusPublished - 2007

Keywords

  • MOLECULAR-ORBITAL METHODS
  • VALENCE BASIS-SETS
  • LIQUID-CRYSTAL NMR
  • 2ND-ROW ELEMENTS
  • AB-INITIO
  • 1,3,5-TRICHLOROBENZENE
  • 1,3,5-TRIFLUOROBENZENE
  • GEOMETRY

Fingerprint

Dive into the research topics of 'Additivity of ring distortions in halogen-substituted aromatics: a gas-phase electron diffraction and computational study'. Together they form a unique fingerprint.

Cite this