Issue 0, 1982

Conformational behaviour of medium-sized rings. Part 14. Tetra-anthranilides

Abstract

The stepwise synthesis of N,N′,N″-trimethyltetra-anthranilide (13) is reported and the temperature dependence of the 1H n.m.r. spectrum of N-benzyl-N′,N″,N‴-trimethyltetra-anthranilide (15) is interpreted in terms of equilibration between three diastereoisomeric conformations in solution. Although there is 1H n.m.r. spectral evidence for the presence in solution at room temperature of at least six conformational diastereoisomers of (13), N,N′,N″,N‴-tetramethyltetra-anthranilide (14) appears to adopt a single conformation of high symmetry in solution.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1982, 1721-1726

Conformational behaviour of medium-sized rings. Part 14. Tetra-anthranilides

A. Hoorfar, W. D. Ollis and J. F. Stoddart, J. Chem. Soc., Perkin Trans. 1, 1982, 1721 DOI: 10.1039/P19820001721

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