Substrate‐Selective Dehydrocondensation at the Interface of Micelles and Emulsions of Common Surfactants

Scratch the surface: Dehydrocondensations between carboxylates and amines by using an amphiphilic 1,3,5‐triazinylammonium‐based coupling agent were accelerated by the interfacial effect of micelles and emulsions of common surfactants (see figure). The reaction of carboxylates was promoted by both an...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-02, Vol.51 (9), p.2080-2083
Hauptverfasser: Kunishima, Munetaka, Kikuchi, Kanako, Kawai, Yukio, Hioki, Kazuhito
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Sprache:eng
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Zusammenfassung:Scratch the surface: Dehydrocondensations between carboxylates and amines by using an amphiphilic 1,3,5‐triazinylammonium‐based coupling agent were accelerated by the interfacial effect of micelles and emulsions of common surfactants (see figure). The reaction of carboxylates was promoted by both anionic and nonionic surfactants, and that of amines was promoted by only a nonionic surfactant. High selectivities for more lipophilic substrates were observed in micelles or emulsions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201107706