Etude de composés carbonylés dans l'infra-rouge—IV. Origine conformationnelle du doublet ν CO dans les cétones α-aziridiniques N-substituées

Abstract

The infra-red absorption of eight new α-aziridinylketones N-substituted haa been studied in the ν CO frequency region. It is showed, principally by a polar solvent effect, that the ν CO splitting is of conformational origin, the higher frequency band being ascribed to cisoïd conformation. The results are interpreted including two opposing effects namely on one hand a dipolar interaction between carbonyl dipole and nitrogen dipole, on the other a steric interference between carbonyl groups in the β position or on nitrogen. A similar interpretation explains the ν CO value of other α-aziridinyl-ketones already recorded.