Direct ester condensation catalyzed by bulky diarylammonium pentafluorobenzenesulfonates.
A protocol for ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by bulky diarylammonium pentafluorobenzenesulfonate is described. We also present procedures for the synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate. The present ester condensation proceeds well under mild conditions even without the removal of generated water. The synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate will take approximately 5 days. The ester condensation reactions will take approximately 6 h to 3 days.
Sakakura
Akira
A
Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan.
Nakagawa
Shoko
S
Ishihara
Kazuaki
K
D001557:Benzenesulfonates / Q000737:chemistry*; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D005464:Fluorobenzenes / Q000737:chemistry*; D007700:Kinetics; D008958:Models, Molecular; D008968:Molecular Conformation; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
D001557:Benzenesulfonates; D002264:Carboxylic Acids; D004952:Esters; D005464:Fluorobenzenes; D000644:Quaternary Ammonium Compounds