ROMPgel-supported triphenylphosphine with potential application in parallel synthesis.
[reaction: see text] 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 alpha,beta-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.
Arstad
Erik
E
Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, United Kingdom.
Barrett
Anthony G M
AG
Hopkins
Brian T
BT
Köbberling
Johannes
J