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J Am Chem Soc. 2004 Jan 14;126(1):74-5.

Poly(fluoroalkyl acrylate)-bound ruthenium carbene complex: a fluorous and recyclable catalyst for ring-closing olefin metathesis.

Author information

1
Department of Chemistry and Biochemistry, The Michael Faraday Laboratories, Northern Illinois University, DeKalb, Illinois 60115, USA. qyao@niu.edu

Abstract

The synthesis of a fluorous olefin metathesis catalyst derived from the Grubbs second-generation ruthenium carbene complex is described. The air stable fluorous polymer-bound ruthenium carbene complex 1 shows high reactivity in effecting the ring-closing metathesis of a broad spectrum of diene and enyne substrates leading to the formation of di-, tri-, and tetrasubstituted cyclic olefins in minimally fluorous solvent systems (PhCF3/CH2Cl2, 1:9-1:49 v/v). The catalyst can be readily separated from the reaction mixture by fluorous extraction with FC-72 and repeatedly reused. The practical advantage offered by the fluorous catalyst is demonstrated by its sequential use in up to five different metathesis reactions.

PMID:
14709066
DOI:
10.1021/ja037394p
[Indexed for MEDLINE]
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