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Interfacially Cross‐Linked Reverse Micelles as Soluble Support for Palladium Nanoparticle Catalysts
Author(s) -
Lee LiChen,
Zhao Yan
Publication year - 2012
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100451
Subject(s) - chemistry , micelle , catalysis , palladium , alkyl , heptane , coupling reaction , dendrimer , nanoparticle , heck reaction , dithiothreitol , polymer chemistry , combinatorial chemistry , organic chemistry , chemical engineering , aqueous solution , engineering , enzyme
Reverse micelles (RM) were formed in heptane/CHCl 3 with a surfactant carrying the triallylammonium (=triprop‐2‐en‐1‐ylammonium) head group ( Scheme ). Photo‐cross‐linking with dithiothreitol (= rel ‐(2 R ,3 R )‐1,4‐dimercaptobutane‐2,3‐diol; DTT) captured the RMs and afforded organic, soluble nanoparticles in a one‐step reaction. Similar to dendrimers, the cross‐linked reverse micelles could encapsulate palladium nanoparticles within their hydrophilic cores and protect them in catalytic reactions. Good to excellent yields were obtained in the Heck coupling of a range of alkyl acrylates (=alkyl prop‐2‐enoates) and iodobenzenes ( Tables 1 and 2 ). The catalytic activity of the palladium nanoparticles was maintained in several repeated runs.