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In Search of Practical Esterification
Author(s) -
Junzo Otera
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010601)40:11<2044::aid-anie2044>3.0.co;2-y
Subject(s) - catalysis , yield (engineering) , reagent , dehydration , alcohol , chemistry , organic chemistry , condensation , trifluoromethanesulfonate , moisture , condensation reaction , materials science , biochemistry , metallurgy , thermodynamics , physics
The ultimate goal of producing esters in 100 % yield from an equimolar reaction of carboxylic acid and alcohol may not be far away: The research groups of Yamamoto and Tanabe have found that effective condensation can be achieved using HfCl 4 ⋅2 THF and diphenylammonium triflate catalysts, respectively. Although the first catalyst gives near quantitative yields of the esters (91–>99 %), the reaction is moisture sensitive, while the latter catalyst gives lower yields (89–96 %) but requires no dehydration reagents or equipment.