Dehydrative Allylation of Alcohols and Deallylation of Allyl Ethers Catalyzed by [CpRu(CH3CN)3]PF6 and 2-Pyridinecarboxylic Acid Derivatives. Effect of π-Accepting Ability and COOH Acidity of Ligand on Reactivity

Abstract

Abstract 2-Quinolinecarboxylic acid efficiently promotes both the dehydrative allylation of alcohols and the deallylation of allyl ethers and esters in the presence of [CpRu(CH3CN)3]PF6. Comparison of the relative reactivity of various 4-substituted 2-pyridinecarboxylic acids has revealed two linear relations with different ρ values in the Hammett plots. These phenomena can be rationalized by the balance between the π-accepting ability of the pyridine moiety and the acidity of the carboxylic acid of the 2-pyridinecarboxylic acid derivative.