Hindered Internal Rotation About Aryl C—N Bonds in Aryl Substituted Heterocyclic Compounds: 3-Aryl-2-benzyl-4(3H)-quinazolinones

Abstract
The proton magnetic resonance spectra of a number of 3-aryl substituted 2-benzyl-4(3H) quinazolinones indicate that internal rotation about the aryl C—N bond is highly hindered. Substantial free energy barriers (18.9–19.8 kcal/mol) have been measured even when the aryl groups lack bulky ortho substituents.

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