Comparison of CD Spectra of (2-Methylphenyl)- and (2,6-Dimethylphenyl)-phenylmethanols Leads to Erroneous Absolute Configurations
- 1 July 2002
- journal article
- research article
- Published by Taylor & Francis in Enantiomer: A Journal of Sterochemistry
- Vol. 7 (4-5) , 213-217
- https://doi.org/10.1080/10242430212878
Abstract
Enantiopure (2,6-dimethylphenyl)phenylmethanol (+)-( 3 ) and analog (+)-( 4 ) were prepared and their CD spectra were found opposite to that of (2-methylphenyl)phenylmethanol ( R )-( m )-( 2 ), the absolute configuration of which was previously established by X-ray crystallography. Therefore the S absolute configuration was once assigned to (+)- 3 and (+)- 4 . After that we have succeeded in the X-ray analyses of chiral dichlorophthalate esters of (+)- 3 and (+)- 4 , which clearly indicated R absolute configuration. It is thus evident that comparison of the CD spectra of alcohols 2 , 3 , and 4 leads to erroneous absolute configurations.Keywords
This publication has 0 references indexed in Scilit: