IR spectroscopic studies on the transmission of substituent effects to carbonyl and thiocarbonyl stretching frequencies in 4-substituted phenyl-4,5-dihydrobenzo [f] [1,4] oxazepin-3 (2H)-ones (thiones)


Agirbas H., Kemal B., GÜNEŞDOĞDU SAĞDINÇ S., Bilgic S.

VIBRATIONAL SPECTROSCOPY, vol.50, no.2, pp.307-311, 2009 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 50 Issue: 2
  • Publication Date: 2009
  • Doi Number: 10.1016/j.vibspec.2009.03.002
  • Title of Journal : VIBRATIONAL SPECTROSCOPY
  • Page Numbers: pp.307-311

Abstract

Single and dual substituent correlation analysis were applied to study transmission of substituent effects on IR carbonyl and thiocarbonyl stretching frequencies of 4-substituted phenyl-4,5-dihydrobenzo [f] [1,4] oxazepin-3 (2H)-ones (5a-n) and -thiones (6a-n). The substituent effects were estimated on the basis of results of the statistical analysis. The differences among the regression coefficients were discussed in terms of the relative importance of the substituent field and resonance effects. For a better understanding of the results, density functional theory (DFT) calculations were performed to determine the preferred geometry and to calculate the theoretical carbonyl and thiocarbonyl stretching frequencies. (c) 2009 Elsevier B.V. All rights reserved.