Stereomutation of methoxycarbenium ions. 1. An investigation of the mechanism in gaseous and solution phases

…, J Gauss, RF Childs, C Blackburn

Index: Cremer, Dieter; Gauss, Juergen; Childs, Ronald F.; Blackburn, Christopher Journal of the American Chemical Society, 1985 , vol. 107, # 8 p. 2435 - 2441

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Citation Number: 38

Abstract

Abstract: The stereomutation about the C-0 partial double bond of hydroxy-and methoxy- substituted carbenium ions has been examined by using a combination of theoretical and experimental methods. Elaborate HF/6-3 1G* and MP2/6-3 1G* calculations on CH20H+ and CH20CH3+ suggest that in the gaseous phase, the barriers to stereomutation by inversion are 22.9 and 17.5 kcal/mol, respectively, and by rotation are 25.9 and 26.3 kcal/ ...