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Bulky Diarylammonium Arenesulfonates as Selective Esterification Catalysts

Kazuaki Ishihara,* Shoko Nakagawa and Akira Sakakura

*Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan, Email: ishiharacc.nagoya-u.ac.jp

K. Ishihara, S. Nakagawa, A. Sakakura, J. Am. Chem. Soc., 2005, 127, 4168-4169.

DOI: 10.1021/ja050223v


Abstract

Bulky diarylammonium pentafluorobenzenesulfonates and tosylates serve as efficient dehydration catalysts for the ester condensation reaction of carboxylic acids with equimolar amounts of sterically demanding alcohols and acid-sensitive alcohols. Typically, the esterification is performed in heptane at 80C in the presence of 1 mol % of the catalyst without removing water. A polymer-bound catalyst is described, which can be recycled more than 10 times without loss of activity.

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Key Words

Fischer Esterification, Esterification


ID: J48-Y1999-2050