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Combined bead polymerization and Cinchona organocatalyst immobilization by thiol-ene addition.

Authors
  • Fredriksen, Kim A1
  • Kristensen, Tor E
  • Hansen, Tore
  • 1 Department of Chemistry, University of Oslo, P.O. Box 1033 Blindern, NO-0315 Oslo, Norway. , (Norway)
Type
Published Article
Journal
Beilstein Journal of Organic Chemistry
Publisher
Beilstein-Institut
Publication Date
Jan 01, 2012
Volume
8
Pages
1126–1133
Identifiers
PMID: 23019440
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

In this work, we report an unusually concise immobilization of Cinchona organocatalysts using thiol-ene chemistry, in which catalyst immobilization and bead polymerization is combined in a single step. A solution of azo initiator, polyfunctional thiol, polyfunctional alkene and an unmodified Cinchona-derived organocatalyst in a solvent is suspended in water and copolymerized on heating by thiol-ene additions. The resultant spherical and gel-type polymer beads have been evaluated as organocatalysts in catalytic asymmetric transformations.

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