(2R,3R)-2-[(4-Chlorophenyl)hydroxymethyl]cyclopentanone

The title compound, C12H13ClO2, was prepared by the direct asymmetric intermolecular aldol reaction of cyclopentanone and 4-chlorobenzaldehyde catalysed by l-tryptophan in water. The absolute molecular structure was determined to be a racemic twin with 91% (2R,3R) isomer and 9% of the (2S,3S) form....

Full description

Bibliographic Details
Main Authors: Dongsheng Deng, Ping Liu, Weijun Fu, Baoming Ji
Format: Article
Language:English
Published: International Union of Crystallography 2009-01-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S160053680804261X
Description
Summary:The title compound, C12H13ClO2, was prepared by the direct asymmetric intermolecular aldol reaction of cyclopentanone and 4-chlorobenzaldehyde catalysed by l-tryptophan in water. The absolute molecular structure was determined to be a racemic twin with 91% (2R,3R) isomer and 9% of the (2S,3S) form. In the crystal structure, the molecules are connected into a one-dimensional chain along the a axis through the formation of intermolecular O—H...O hydrogen bonds. Further, non-conventional C—H...O and C—H...π contacts are observed in the structure, which consolidate the crystal packing.
ISSN:1600-5368