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Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts
Author(s) -
Kunishima Munetaka,
Imada Hiroko,
Kikuchi Kanako,
Hioki Kazuhito,
Nishida Jin,
Tani Shohei
Publication year - 2005
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/anie.200502594
Subject(s) - micelle , amphiphile , fatty acid , chemistry , interface (matter) , organic chemistry , chemical engineering , combinatorial chemistry , molecule , aqueous solution , polymer , copolymer , gibbs isotherm , engineering
Speeding up : A micelle–water interface acts as a suitable reaction field for dehydrocondensation. The coupling reaction of fatty acid salts with a triazine‐type amphiphilic dehydrocondensing agent in a micellar system (see picture) underwent up to 2000‐fold acceleration. The rate enhancement can be attributed to the higher local concentration and preorientation of the reactants in the micelles.