Literature DB >> 14709066

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

Qingwei Yao1, Yiliang Zhang.   

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.

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Year:  2004        PMID: 14709066     DOI: 10.1021/ja037394p

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Synthetic applications of fluorous solid-phase extraction (F-SPE).

Authors:  Wei Zhang; Dennis P Curran
Journal:  Tetrahedron       Date:  2006-12-18       Impact factor: 2.457

2.  Selective synthesis of (2Z,4E)-dienyl esters by ene-diene cross metathesis.

Authors:  Gustavo Moura-Letts; Dennis P Curran
Journal:  Org Lett       Date:  2007-01-04       Impact factor: 6.005

3.  A fluorous-tagged linker from which small molecules are released by ring-closing metathesis.

Authors:  Stuart G Leach; Christopher J Cordier; Daniel Morton; Gordon J McKiernan; Stuart Warriner; Adam Nelson
Journal:  J Org Chem       Date:  2008-03-08       Impact factor: 4.354

4.  Synthesis of tetrasubstituted alkenes via metathesis.

Authors:  Seung-Mann Paek
Journal:  Molecules       Date:  2012-03-15       Impact factor: 4.411

5.  A Fluoroponytailed NHC-Silver Complex Formed from Vinylimidazolium/AgNO3 under Aqueous-Ammoniacal Conditions.

Authors:  Gabriel Partl; Marcus Rauter; Lukas Fliri; Thomas Gelbrich; Christoph Kreutz; Thomas Müller; Volker Kahlenberg; Sven Nerdinger; Herwig Schottenberger
Journal:  Molecules       Date:  2022-06-28       Impact factor: 4.927

6.  A fluorous-tagged "safety catch" linker for preparing heterocycles by ring-closing metathesis.

Authors:  Catherine O'Leary-Steele; Christopher Cordier; Jerome Hayes; Stuart Warriner; Adam Nelson
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

  6 in total

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