Determination of Absolute Configuration Using Vibrational Circular Dichroism Spectroscopy:  The Chiral Sulfoxide 1-(2-methylnaphthyl) Methyl Sulfoxide

We report the determination of the absolute configuration (AC) of the chiral sulfoxide, 1-(2-methylnaphthyl) methyl sulfoxide, 1, using vibrational circular dichroism (VCD) spectroscopy. The VCD of 1 has been measured in the mid-IR spectral region in CCl4 solution. Analysis employs the ab initio DFT...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2001-06, Vol.66 (11), p.3671-3677
Main Authors: Stephens, P. J, Aamouche, A, Devlin, F. J, Superchi, S, Donnoli, M. I, Rosini, C
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:We report the determination of the absolute configuration (AC) of the chiral sulfoxide, 1-(2-methylnaphthyl) methyl sulfoxide, 1, using vibrational circular dichroism (VCD) spectroscopy. The VCD of 1 has been measured in the mid-IR spectral region in CCl4 solution. Analysis employs the ab initio DFT/GIAO methodology. DFT calculations predict two stable conformations of 1, E and Z, Z being lower in energy than E by
ISSN:0022-3263
1520-6904
DOI:10.1021/jo001403k