Chemistry Letters, Vol.38, No.2, 188-189, 2009
Dehydrative Allylation of Alcohols and Deallylation of Allyl Ethers Catalyzed by [CpRu(CH3CN)(3)]PF6 and 2-Pyridinecarboxylic Acid Derivatives. Effect of pi-Accepting Ability and COOH Acidity of Ligand on Reactivity
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 rho values in the Hammett plots. These phenomena can be rationalized by the balance between the pi-accepting ability of the pyridine moiety and the acidity of the carboxylic acid of the 2-pyridinecarboxylic acid derivative.