Author:
Colebrook Lawrence D.,Giles H. Gwynne,Granata Alessandro,Icli Siddik,Fehlner James R.
Abstract
In 1-arylhydantoins an o-methyl group is effectively larger than an o-chloro substituent in restricting rotation about the aryl-C—N bond, whereas in 3-arylhydantoins and 3-aryl-2-thiohydantoins the reverse order of sizes is observed. This difference is attributed to repulsion between the chlorine atom and a carbonyl oxygen atom in the torsional transition state of the 3-aryl compounds.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
34 articles.
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