ROMPgel-Supported Triphenylphosphine with Potential Application in Parallel Synthesis

Erik Årstad, Anthony G. M. Barrett,* Brian T. Hopkins, and Johannes Köbberling
Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, United Kingdom
Org. Lett., 2002, 4 (11), pp 1975–1977
DOI: 10.1021/ol026008q
Publication Date (Web): May 8, 2002
Copyright © 2002 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, agmb@ic.ac.uk

Abstract

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ROMPgel-supported triphenylphosphine was synthesized in three steps (67%) from norbornadiene, 4-bromoiodobenzene, and chlorodiphenylphosphine. The supported reagent has a high loading (2.5 mmol/g) and favorable swelling properties in organic solvents. It has been utilized for the conversion of alcohols to halides, the reduction of ozonides, and the isomerization of α,β-acetylenic esters and in the Staudinger reaction. In general, filtration of the resin from the reaction mixtures and evaporation gave the corresponding products in high yield and purity.

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History

  • Published In Issue May 30, 2002
  • Received April 12, 2002

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