Direct atom-efficient esterification between carboxylic acids and alcohols catalyzed by amphoteric, water-tolerant TiO(acac)2

Chien-Tien Chen; Yogesh S Munot

doi:10.1021/jo051337s

Direct atom-efficient esterification between carboxylic acids and alcohols catalyzed by amphoteric, water-tolerant TiO(acac)2

J Org Chem. 2005 Oct 14;70(21):8625-7. doi: 10.1021/jo051337s.

Authors

Chien-Tien Chen¹, Yogesh S Munot

Affiliation

¹ Department of Chemistry, National Taiwan Normal University, Taipei, Taiwan 11650. chefv043@ntnu.edu.tw

PMID: 16209625
DOI: 10.1021/jo051337s

Abstract

A diverse array of oxometallic species were examined as catalysts for a test direct condensation of benzoic acid and 2-phenylethanol in 1:1 stoichiometry. Besides group IVB MOCl2-xH2O and TiOX2-xH2O, group VB VOCl2-xTHF and group IVB TiO(acac)2 were found to be the most efficient and water-tolerant catalysts for the test reaction. The new neutral catalytic protocol with the optimal TiO(acac)2 tolerates many stereo/electronic structural variations in both (di)acid (1 degree -3 degrees alkyl and aryl) and (di)alcohol (1 degree, 2 degrees alkyl, and aryl) components with high chemoselectivity.