Polyvinylpyridine, a Versatile Solid Phase for Coordinative Immobilisation of Palladium Precatalysts - Applications in Suzuki-Miyaura Reactions

Abstract

The immobilisation of an oxime-based palladacycle on polyvinylpyridine (PVP) resin affords a reusable, air, moisture and thermally stable palladium precatalyst which exerts high activity in Suzuki-Miyaura reactions both in batch as well as continuous-flow processes. Evidence is presented which shows that, besides serving as an anchor for the precatalyst, PVP also acts as a scavenger for Pd particles present in solution.

Key words

continuous-flow process - heterogeneous catalysis - homogeneous catalysis - microreactor - microwave - palladium - Suzuki-Miyaura reaction

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32

From in industrial point of view, it is commonly advantageous to promote continuous addition of reactants to an immobilised catalyst compared to repeatedly carrying out batch-wise procedures with the same catalyst. Indeed, each reisolation of the catalysts exerts stress on it which leads to reduced performance in the next run.

42

Part of this work was presented at the 8^th International Symposium on Solid-Phase Synthesis & Combinatorial Libraries, 2-6 September, 2003, at Imperial College London, UK.