DFT‐Aided Vibrational Circular Dichroism Spectroscopy Study of (−)‐S‐cotinine

July 30, 2019

Title

DFT‐Aided Vibrational Circular Dichroism Spectroscopy Study of (−)‐S‐cotinine

Author

Pilar G. Rodríguez Ortega, Manuel Montejo, Fernando Márquez, Juan J. López González

Year

2015

Journal

ChemPhysChem

Abstract

The implementation of a strategy comprising the use of vibrational circular dichroism spectroscopy and DFT calculations allows determination of the solution‐state conformational distribution in (−)‐S‐cotinine, giving further proof of the extra conformer‐discriminating potential of this experimental technique, which may offer unique molecular fingerprints of subtly dissimilar molecular conformers of chiral samples. Natural bond orbital electronic structure calculations of the rotational barrier height between the two main conformers of the species indicate that hyperconjugative effects are the key force governing the conformational equilibrium. The negligible effect of the solvent’s polarity over both structure and conformational energy profile supports this result.

Instrument

FVS-4000

Keywords

Vibrational circular dichroism, (−)‐S‐cotinine, conformational landscapes, density functional calculations, molecular structures