Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts

Unusual Rate Enhancement of Bimolecular Dehydrocondensation To Form Amides at the Interface of Micelles of Fatty Acid Salts

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...

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Veröffentlicht in:Angewandte Chemie International Edition 2005-11, Vol.44 (44), p.7254-7257
Hauptverfasser: Kunishima, Munetaka, Imada, Hiroko, Kikuchi, Kanako, Hioki, Kazuhito, Nishida, Jin, Tani, Shohei
Format: Artikel
Sprache:eng
Schlagworte:
amides
Amides - chemical synthesis
Amides - chemistry
Binding, Competitive
condensation
Fatty Acids - chemistry
Kinetics
Micelles
Molecular Structure
Surface Properties
triazines
Triazines - chemistry
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200502594