NMR analysis of restricted internal rotation in 2??substituted??2, 3??dihydro??3??o??tolyl (chlorophenyl)??4 (1H)??quinazolinones

R Noto, M Gruttadauria, PL Meo…

Index: Noto, Renato; Gruttadauria, Michelangelo; Lo Meo, Paolo; Pace, Andrea Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 4 p. 1067 - 1071

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Citation Number: 4

Abstract

Abstract Steric interactions between aryl and heterocyclic moieties in 2-substituted-2, 3- dihydro-3-o-tolyl (chlorophenyl)-4 (1H)-quinazolinones 1a-j produce sufficient restriction to rotation about the aryl C [BOND] N bond that the presence of torsional isomers may be detected at room temperature. Diastereomeric population and free energy of activation for rotation have been calculated by 1 H nmr spectra. Probably due to a preferred axial ...