Premium
Vibrational Circular Dichroism and Absolute Configuration of Chiral Sulfoxides: tert ‐Butyl Methyl Sulfoxide
Author(s) -
Aamouche Ahmed,
Devlin Frank J.,
Stephens Philip J.,
Drabowicz Józef,
Bujnicki Bogdan,
Mikołajczyk Marian
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20001215)6:24<4479::aid-chem4479>3.0.co;2-2
Subject(s) - vibrational circular dichroism , absolute configuration , sulfoxide , circular dichroism , density functional theory , chemistry , infrared spectroscopy , spectroscopy , ab initio , computational chemistry , spectral line , absorption spectroscopy , atomic orbital , crystallography , stereochemistry , physics , organic chemistry , quantum mechanics , electron
Mid‐infrared vibrational unpolarised absorption and vibrational circular dichroism (VCD) spectra of CCl 4 solutions of tert ‐butyl methyl sulfoxide ( 1 ) are reported. The spectra are compared to ab initio density functional theory (DFT) calculations carried out using two functionals, B3PW91 and B3LYP, and two basis sets, 6‐31G* and TZ2P. The VCD spectra are calculated using Gauge‐invariant atomic orbitals (GIAOs). The analysis of the VCD spectrum confirms the R (−)/ S (+) absolute configuration of 1 . The advantages and disadvantages of VCD spectroscopy in determining the absolute configurations of chiral sulfoxides are discussed.