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Epimerization and deuterium exchange studies in selected cis,trans ‐1‐alkyl‐2‐aryl(alkyl)‐3‐aroylaziridines
Author(s) -
Tarburton Philip,
Chung A.,
Badger Robert C.,
Cromwell Norman H.
Publication year - 1976
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570130219
Subject(s) - chemistry , alkyl , aryl , epimer , deuterium , hydrogen–deuterium exchange , medicinal chemistry , solvent , base (topology) , catalysis , cis–trans isomerism , stereochemistry , organic chemistry , hydrogen , mathematical analysis , physics , mathematics , quantum mechanics
A series of base catalyzed reactions performed on selected cis, trans ‐1‐alkyl‐2‐aryl(alkyl)‐3‐aroylaziridines at room temperature reveal the cis isomer to be of greater thermodynamic stability. Furthermore, base catalyzed deuterium exchange studies suggest this to be the case. Solvent effects on the isomeric cis/trans ratios are also presented and discussed.