Issue 4, 1972

Barriers to rotation in dialkylaminopyrimidines

Abstract

A number of 4-dialkylamino-pyrimidines (III), -quinazolines (II), and pyrido[3,2-d]pyrimidines (I), have been prepared, and their n.m.r. spectra studied in various solvents at room and at low temperatures. The barrier to rotation about the exocyclic C–N bond is not affected when the parent pyrimidine system (III) is annelated to a pyridine ring (I), but is substantially changed upon fusion to benzene (II). This finding is discussed in terms of a quantum-chemical all-valence electron approach.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1972, 451-458

Barriers to rotation in dialkylaminopyrimidines

J. Almog, A. Y. Meyer and H. Shanan-Atidi, J. Chem. Soc., Perkin Trans. 2, 1972, 451 DOI: 10.1039/P29720000451

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