| Title: | PolyHIPE supports in batch and flow-through Suzuki cross-coupling reactions |
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| Authors: | ID Brown, Jane F. (Author)
ID Krajnc, Peter (Author)
ID Cameron, Neil R. (Author) |
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| Files: |  http://dx.doi.org/10.1021/ie048843c
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| Language: | English |
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| Work type: | Unknown |
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| Typology: | 1.01 - Original Scientific Article |
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| Organization: | FKKT - Faculty of Chemistry and Chemical Engineering
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| Abstract: | 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 monoliths gives better performance under flow-through conditions than permanently porous beads. |
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| Keywords: | polymer supports, polymer monoliths, emulsion polymerisation, solid-phase synthesis, cross-coupling reactions |
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| Year of publishing: | 2005 |
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| PID: | 20.500.12556/DKUM-27012  |
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| UDC: | 547:678 |
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| ISSN on article: | 0888-5885 |
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| COBISS.SI-ID: | 9473558 |
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| NUK URN: | URN:SI:UM:DK:NQHRBJCC |
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| Publication date in DKUM: | 01.06.2012 |
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| Views: | 2615 |
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| Downloads: | 108 |
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| Metadata: |    |
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| Categories: | Misc.
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