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Palladium-mediated organic synthesis using porous polymer monolith formed in situ as a continuous catalyst support structure for application in microfluidic devices

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Goemann, A and Deverell, JA and Munting, KF and Jones, Roderick C and Rodemann, T and Canty, AJ and Smith, JA and Guijt, RM (2009) Palladium-mediated organic synthesis using porous polymer monolith formed in situ as a continuous catalyst support structure for application in microfluidic devices. Tetrahedron, 65 (7). pp. 1450-1454. ISSN 0040-4020

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Abstract

The development and advantages of in situ synthesis of organic polymer monolith supports for metal pre-catalysts in narrow bore fused silica capillary microreactors are described. Catalyst immobilisation involves the covalent attachment of ligand binding sites to the porous polymer monolith, followed by coordination to metal centres. Flow-through microreactors using poly(chloromethylstyrene-co-divinylbenzene) monolith in capillaries of internal diameter 250 micrometers were used successfully for Suzuki– Miyaura and Sonogashira reactions, utilising both 1,10-phenanthroline and imidazole/carbene binding to palladium and with very low palladium leaching, illustrating the potential of flow-through technology at the microscale level using organic monolith support for transition metal catalysed reactions. Polymer monoliths, present as a continuous phase filling capillaries and bonded to the internal surface, are promising new materials for solid supported catalysis in microreactors. The performance of the flow-through microreactors included quantitative yields for the conversion of iodobenzene in the Suzuki–Miyaura reaction, and quantitative yields for Sonagashira coupling of p-iodoacetophenone with phenylacetylene.

Item Type: Article
Keywords: microreactor, catalysis, microfluidic, monolith, flow-through, supported catalysis, palladium catalysis, palladium carbene, poly(chloromethylstyrene-co-divinylbenzene), monolith, organic monolith
Journal or Publication Title: Tetrahedron
Page Range: pp. 1450-1454
ISSN: 0040-4020
Identification Number - DOI: 10.1016/j.tet.2008.12.007
Additional Information: The definitive version is available at http://www.sciencedirect.com
Date Deposited: 18 Jan 2009 22:17
Last Modified: 18 Nov 2014 03:54
URI: http://eprints.utas.edu.au/id/eprint/8228
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