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Combinatorial Chemistry & High Throughput Screening

Editor-in-Chief

ISSN (Print): 1386-2073
ISSN (Online): 1875-5402

Fluorous-Phase Soluble Polymeric Supports

Author(s): David E. Bergbreiter, Justine G. Franchina, Brenda L. Case, La Kenya Williams and Jonathon D. Frels

Volume 3, Issue 2, 2000

Page: [153 - 164] Pages: 12

DOI: 10.2174/1386207003331742

Price: $65

Abstract

Fluorous phase soluble polymer supports derived from fluoroacrylate polymers are described. N-Acryloxysuccinimide-containing fluoroacrylate polymers were readily prepared from commercially available monomers. The activated acrylates so prepared were then converted into chelating and non-chelating ligands by amidation of the N-acryloxysuccinimide active ester residues. Phosphine ligands attached to these supports were used to prepare neutral and cationic rhodium(I) hydrogenation catalysts as well as palladium(0) catalysts. Similar substitution of pendant active ester groups to form hydroxamic acid ligands for metal sequestration is also feasible. Liquid/liquid extraction readily separated, recycled and reused these polymer-bound ligands and catalysts. While fluorous phase solubility could be attained with polymers containing only heptafluorobutyryl groups, selective solubility in a fluorous phase in contact with an organic phase was only seen with fluoroacrylates that contained larger fluorinated este r groups.

Keywords: Fluorous phase soluble polymeric supports, Fluoroacrylate polymers, cationic rhodium, Palladium catalysts, Hydrogenation reaction


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