Journal of the Chemical Society C: Organic

Optical activity in the 1, 1′-binaphthyl series. Energy barriers to racemisation of 8-substituted 1, 1′-binaphthyls

AS Cooke, MM Harris

Index: Cooke,A.S.; Harris,M.M. Journal of the Chemical Society [Section] C: Organic, 1967 , p. 988 - 992

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Citation Number: 11

Abstract

8-Methyl-and 8-hydroxymethyl-1, 1′-binaphthyl have been synthesised in the optically active state, and their Arrhenius parameters and transition-state theory (Eyring) functions for racemisation in solution determined. Optically active 8-bromomethyl-1, 1′-binaphthyl has also been prepared, but velocity constants for its racemisation could not be determined because it decomposes at the temperatures required. Optical stabilities of 1, 1′- ...