Canadian journal of chemistry

Conformational analysis of 3-substituted-2, 3, 4, 5-tetrahydro-1-benzoxepin by 1H and 13C nuclear magnetic resonance

A Lachapelle, M St-Jacques

Index: Lachapelle, A.; St-Jacques, M. Canadian Journal of Chemistry, 1987 , vol. 65, p. 2575 - 2594

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Citation Number: 11

Abstract

2, 3, 4, 5-Tetrahedro-1-benzoxepin (8) and its 3-substituted derivatives (9-13) have been studied by 1H and 13C dynamic nuclear magnetic resonance in a few solvent systems. The results show that, while 8 and its methyl derivative 9 exist solely in chair forms (C for 8 and C e: C a (96: 4) for 9), the twist-boat (TB) conformation contributes significantly to the conformational equilibria of the derivatives 3-methoxy 10 (C a: C e: TB, 70: 20: 10), 3, 3- ...