Literature DB >> 21563826

Chelated ruthenium catalysts for Z-selective olefin metathesis.

Koji Endo1, Robert H Grubbs.   

Abstract

We report the development of ruthenium-based metathesis catalysts with chelating N-heterocyclic carbene (NHC) ligands that catalyze highly Z-selective olefin metathesis. A very simple and convenient procedure for the synthesis of such catalysts has been developed. Intramolecular C-H bond activation of the NHC ligand, promoted by anion ligand substitution, forms the appropriate chelate for stereocontrolled olefin metathesis.

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Year:  2011        PMID: 21563826      PMCID: PMC3121191          DOI: 10.1021/ja202818v

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


  19 in total

1.  The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story.

Authors:  T M Trnka; R H Grubbs
Journal:  Acc Chem Res       Date:  2001-01       Impact factor: 22.384

2.  Olefin Metathesis and Beyond A list of abbreviations can be found at the end of this article.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-01       Impact factor: 15.336

3.  Building stereoselectivity into a chemoselective ring-opening metathesis polymerization catalyst for alternating copolymerization.

Authors:  Sebastian Torker; Andre Müller; Peter Chen
Journal:  Angew Chem Int Ed Engl       Date:  2010-05-17       Impact factor: 15.336

4.  Z-Selective and Syndioselective Ring-Opening Metathesis Polymerization (ROMP) Initiated by MonoAryloxidePyrrolide (MAP) Catalysts.

Authors:  Margaret M Flook; Laura C H Gerber; Galia T Debelouchina; Richard R Schrock
Journal:  Macromolecules       Date:  2010-09-28       Impact factor: 5.985

Review 5.  Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.

Authors:  Georgios C Vougioukalakis; Robert H Grubbs
Journal:  Chem Rev       Date:  2010-03-10       Impact factor: 60.622

6.  Synthesis and reactivity of homogeneous and heterogeneous ruthenium-based metathesis catalysts containing electron-withdrawing ligands.

Authors:  Jens O Krause; Oskar Nuyken; Klaus Wurst; Michael R Buchmeiser
Journal:  Chemistry       Date:  2004-02-06       Impact factor: 5.236

7.  Thermal decomposition modes for four-coordinate ruthenium phosphonium alkylidene olefin metathesis catalysts.

Authors:  Erin M Leitao; Stuart R Dubberley; Warren E Piers; Qiao Wu; Robert McDonald
Journal:  Chemistry       Date:  2008       Impact factor: 5.236

8.  Comparison of Ru- and Mo-based chiral olefin metathesis catalysts. Complementarity in asymmetric ring-opening/cross-metathesis reactions of oxa- and azabicycles.

Authors:  G Alex Cortez; Carl A Baxter; Richard R Schrock; Amir H Hoveyda
Journal:  Org Lett       Date:  2007-06-22       Impact factor: 6.005

9.  Highly Z-selective metathesis homocoupling of terminal olefins.

Authors:  Annie J Jiang; Yu Zhao; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

10.  Catalytic Z-selective olefin cross-metathesis for natural product synthesis.

Authors:  Simon J Meek; Robert V O'Brien; Josep Llaveria; Richard R Schrock; Amir H Hoveyda
Journal:  Nature       Date:  2011-03-24       Impact factor: 49.962

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  40 in total

1.  Thermally Stable, Latent Olefin Metathesis Catalysts.

Authors:  Renee M Thomas; Alexey Fedorov; Benjamin K Keitz; Robert H Grubbs
Journal:  Organometallics       Date:  2011-12-26       Impact factor: 3.876

2.  Synthesis of Linear (Z)-α,β-Unsaturated Esters by Catalytic Cross-Metathesis. The Influence of Acetonitrile.

Authors:  Elsie C Yu; Brett M Johnson; Erik M Townsend; Richard R Schrock; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

3.  Ru-Based Z-Selective Metathesis Catalysts with Modified Cyclometalated Carbene Ligands.

Authors:  Sarah M Bronner; Myles B Herbert; Paresma R Patel; Vanessa M Marx; Robert H Grubbs
Journal:  Chem Sci       Date:  2014-10       Impact factor: 9.825

4.  Catalytic, enantioselective synthesis of 1,2-anti-diols by asymmetric ring-opening/cross-metathesis.

Authors:  John Hartung; Robert H Grubbs
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-19       Impact factor: 15.336

5.  Tandem Z-Selective Cross-Metathesis/Dihydroxylation: Synthesis of anti-1,2-Diols.

Authors:  Peter K Dornan; Zachary K Wickens; Robert H Grubbs
Journal:  Angew Chem Int Ed Engl       Date:  2015-04-27       Impact factor: 15.336

6.  Z-Selective Ruthenium Metathesis Catalysts: Comparison of Nitrate and Nitrite X-type Ligands.

Authors:  Melanie A Pribisko; Tonia S Ahmed; Robert H Grubbs
Journal:  Polyhedron       Date:  2014-12-14       Impact factor: 3.052

7.  Stereoselective access to Z and E macrocycles by ruthenium-catalyzed Z-selective ring-closing metathesis and ethenolysis.

Authors:  Vanessa M Marx; Myles B Herbert; Benjamin K Keitz; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2012-12-21       Impact factor: 15.419

8.  An overview of N-heterocyclic carbenes.

Authors:  Matthew N Hopkinson; Christian Richter; Michael Schedler; Frank Glorius
Journal:  Nature       Date:  2014-06-26       Impact factor: 49.962

9.  Highly active ruthenium metathesis catalysts exhibiting unprecedented activity and Z-selectivity.

Authors:  Lauren E Rosebrugh; Myles B Herbert; Vanessa M Marx; Benjamin K Keitz; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2013-01-17       Impact factor: 15.419

10.  Tandem Olefin Metathesis/Oxidative Cyclization: Synthesis of Tetrahydrofuran Diols from Simple Olefins.

Authors:  Peter K Dornan; Daniel Lee; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2016-05-11       Impact factor: 15.419

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