PolyHIPE Supports in Batch and Flow-Through Suzuki Cross-Coupling Reactions

Autor:	Peter Krajnc, Neil R. Cameron, Jane F. Brown
Rok vydání:	2005
Předmět:	chemistry.chemical_classification General Chemical Engineering General Chemistry Polymer Divinylbenzene Industrial and Manufacturing Engineering Coupling reaction chemistry.chemical_compound Monomer chemistry Chemical engineering Yield (chemistry) Emulsion Copolymer Organic chemistry Boronic acid
Zdroj:	Industrial & Engineering Chemistry Research. 44:8565-8572
ISSN:	1520-5045 0888-5885
DOI:	10.1021/ie048843c
Popis:	As part of ongoing research efforts to discover alternative support materials to polymer beads for use in polymer-supported synthesis, particularly under flow-through conditions, this work involves the synthesis of PolyHIPE (High Internal Phase Emulsion) polymer monoliths. PolyHIPEs containing high loadings of chloromethyl groups were efficiently prepared by the direct copolymerization of 4-vinylbenzyl chloride and divinylbenzene monomers. The ‘Merrifield' PolyHIPE proved to be an excellent support for batch and flow-through Suzuki cross-coupling reactions. A remarkably high yield of pure biaryl product was obtained using the PolyHIPE support in cubic form and utilizing an electron-rich boronic acid. In comparison to polymer beads, this material was found to be a much more efficient support in both batch and continuous flow modes. PolyHIPE converted a greater amount of chloromethyl groups into biaryl product under identical reaction conditions. It is suggested that the absence of channelling with PolyHIPE...
Databáze:	OpenAIRE
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