Thermomorphic fluorous phosphines as organocatalysts for Michael addition reactions

Carolina Gimbert, Adelina Vallribera, John A. Gladysz, Markus Jurisch

Research output: Contribution to journalArticleResearchpeer-review

9 Citations (Scopus)

Abstract

The fluorous phosphines P[(CH2)mRfn]3 (Rfn = (CF2) n-1CF3; m/n = 2/8, 3/8, 3/10) are efficient nucleophilic catalysts of Michael addition reactions. They can be easily recycled based upon their highly temperature-dependent solubilities (thermomorphism), with recovery by simple liquid/solid phase separation. The phosphonium salt formed by reaction of the nucleophilic phosphine with the α,β-unsaturated system appears to be a significant component of the catalyst rest state. © 2010 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)4662-4665
JournalTetrahedron Letters
Volume51
Issue number35
DOIs
Publication statusPublished - 1 Sep 2010

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