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Cassis Odor through Microwave Eyes: Olfactory Properties and Gas‐Phase Structures of all the Cassyrane Stereoisomers and its Dihydro Derivatives
Author(s) -
Mouhib Halima,
Stahl Wolfgang,
Lüthy Monique,
Büchel Michelle,
Kraft Philip
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201100937
Subject(s) - odor , chemistry , gas phase , microwave , stereochemistry , crystallography , organic chemistry , physics , quantum mechanics
A hint of cassis : By a combination of microwave spectroscopy and quantum chemistry, the gas‐phase structures of the Cassyrane stereoisomers and its dihydro derivatives have been determined, and correlated with their olfactory properties. Superposition analyses of the structures (see picture; black Cassyrane, silver Oxane, red O, yellow S) reveal the importance of the 5 S configuration on the cassis odor, with the 2 S ,5 R isomers being the most intense.