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

• Published in: Tetrahedron 2009-02, Vol.65 (7), p.1450-1454
• Main Authors: Gömann, Anissa, Deverell, Jeremy A., Munting, Katrina F., Jones, Roderick C., Rodemann, Thomas, Canty, Allan J., Smith, Jason A., Guijt, Rosanne M.
• Format: Article
• Language: English
• Subjects: Applied sciences; Catalysis; Catalysts: preparations and properties; Chemical engineering; Chemistry; Coordination compounds; Exact sciences and technology; Flow-through; General and physical chemistry; Inorganic chemistry and origins of life; Kinetics and mechanisms; Microfluidic; Microreactor; Monolith; Organic chemistry; Preparations and properties; Reactivity and mechanisms; Reactors; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2008.12.007

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 μm 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. [Display omitted]