Vibrational analysis of Uhle's ketone and its oxidized tautomeric derivatives

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2 Citations (Scopus)

Abstract

A case of "disappearance" of the usually strong, characteristic carbonyl band in infrared absorption spectrum of a fused three-ring compound, Uhle's ketone, on oxidation (dehydrogenation) is examined by means of the scaled quantum mechanical force field method using semiempirical AM1, ab initio RHF/3-21G, and density functional B3LYP/6-31G* calculations followed by full normal coordinate analysis. The study confirmed the presence of the keto form in solution characterized by extensive coupling of the carbonyl vibration with skeletal modes leading to lower than usual frequencies and highly reduced band intensities. The results indicate that only the highest level calculations are of real help in explaining this unusual spectral behavior by clarifying the fine details of vibrational assignment.

Original languageEnglish
Pages (from-to)143-155
Number of pages13
JournalVibrational Spectroscopy
Volume22
Issue number1-2
DOIs
Publication statusPublished - Jan 1 2000
EventThe 17th Australian-Hungarian International Conference on Vibrational Spectroscopy - Balatonfured, Hungary
Duration: Apr 7 1999Apr 9 1999

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Keywords

  • DFT calculations
  • Fused-ring conjugated carbonyl compounds
  • Infrared spectroscopy
  • Normal mode analysis
  • SQM force field

ASJC Scopus subject areas

  • Spectroscopy

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