Size-Selective Phase-Transfer Catalysis with Interfacially Cross-Linked Reverse Micelles
Author(s) -
Li-Chen Lee,
Yan Zhao
Publication year - 2012
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol203319w
Subject(s) - chemistry , micelle , alkyl , selectivity , cationic polymerization , catalysis , sodium azide , pulmonary surfactant , phase (matter) , photochemistry , organic chemistry , combinatorial chemistry , chemical engineering , aqueous solution , biochemistry , engineering
Cross-linking of the reverse micelles (RMs) of a triallylammonium surfactant afforded organic nanoparticles with introverted cationic groups. The cross-linked reverse micelles catalyzed size-selective biphasic reaction between sodium azide and alkyl bromides. Size selectivity of up to 9:1 was obtained for alkyl bromides with similar structures. The selectivity was influenced strongly by the size of the water pool and proposed to happen as a result of the "sieving" effect of the alkyl corona.
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