Jump to main content
Jump to site search


Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism

Author affiliations

Abstract

Vibrational absorption and vibrational circular dichroism spectra (VA and VCD) have been recorded for two hybrid isoindolinone-phtalide stereoisomers dissolved in CDCl3. Density-functional calculations have been performed to determine their absolute configuration. A comparison of calculated and measured values has been made using several goodness-of-fit indicators, and also introducing a model-averaging technique, taking into account the variation of calculated spectra with the details of the computational method. The model-averaging technique, preliminarily tested on two VCD spectra already assigned to two diastereomers of tadalafil, gives higher credibility to the ab initio calculations, and should be useful for other molecules with high flexibility and/or more than one stereogenic center.

Graphical abstract: Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Aug 2017, accepted on 25 Sep 2017 and first published on 27 Sep 2017


Article type: Paper
DOI: 10.1039/C7CP05358D
Citation: Phys. Chem. Chem. Phys., 2017, Advance Article
  •   Request permissions

    Model-averaging of ab initio spectra for the absolute configuration assignment via vibrational circular dichroism

    G. Monaco, F. Aquino, R. Zanasi, W. Herrebout, P. Bultinck and A. Massa, Phys. Chem. Chem. Phys., 2017, Advance Article , DOI: 10.1039/C7CP05358D

Search articles by author

Spotlight

Advertisements