Literature DB >> 20567607

Intermolecular Dehydrative Coupling Reaction of Arylketones with Cyclic Alkenes Catalyzed by a Well-Defined Cationic Ruthenium-Hydride Complex: A Novel Ketone Olefination Method via Vinyl C-H Bond Activation.

Chae S Yi1, Do W Lee.   

Abstract

The cationic ruthenium-hydride complex [(eta(6)-C(6)H(6))(PCy(3))(CO)RuH](+)BF(4) (-) was found to be a highly effective catalyst for the intermolecular olefination reaction of arylketones with cycloalkenes. The preliminary mechanistic analysis revealed that electrophilic ruthenium-vinyl complex is the key species for mediating both vinyl C-H bond activation and the dehydrative olefination steps of the coupling reaction.

Entities:  

Year:  2010        PMID： 20567607      PMCID： PMC2887707          DOI： 10.1021/om100051h

Source DB:  PubMed          Journal:  Organometallics        ISSN： 0276-7333            Impact factor:   3.876


  11 in total

1.  An olefination via ruthenium-catalyzed decarbonylative addition of aldehydes to terminal alkynes.

Authors:  Xiangyu Guo; Jun Wang; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2009-10-28       Impact factor: 15.419

2.  Platinum catalysts for the high-yield oxidation of methane to a methanol derivative

Authors: 
Journal:  Science       Date:  1998-04-24       Impact factor: 47.728

3.  A new and efficient method for the selective olefination of aldehydes with ethyl diazoacetate catalyzed by an iron(II) porphyrin complex.

Authors:  Gholam A Mirafzal; Guilong Cheng; L Keith Woo
Journal:  J Am Chem Soc       Date:  2002-01-16       Impact factor: 15.419

4.  Catalytic C-h/olefin coupling.

Authors:  Fumitoshi Kakiuchi; Shinji Murai
Journal:  Acc Chem Res       Date:  2002-10       Impact factor: 22.384

5.  Ru-catalyzed cyclization of terminal alkynals to cycloalkenes.

Authors:  Jesús A Varela; Carlos González-Rodríguez; Silvia G Rubín; Luis Castedo; Carlos Saá
Journal:  J Am Chem Soc       Date:  2006-08-02       Impact factor: 15.419

6.  Regioselective Intermolecular Coupling Reaction of Arylketones and Alkenes Involving C-H Bond Activation Catalyzed by an In-Situ Formed Cationic Ruthenium-Hydride Complex.

Authors:  Chae S Yi; Do W Lee
Journal:  Organometallics       Date:  2009-08-10       Impact factor: 3.876

7.  Acid-promoted olefination of ketones by an iron(III) porphyrin complex.

Authors:  Ying Chen; Lingyu Huang; X Peter Zhang
Journal:  Org Lett       Date:  2003-07-10       Impact factor: 6.005

8.  Recent advances in efficient and selective synthesis of di-, tri-, and tetrasubstituted alkenes via Pd-catalyzed alkenylation-carbonyl olefination synergy.

Authors:  Ei-ichi Negishi; Zhihong Huang; Guangwei Wang; Swathi Mohan; Chao Wang; Hatsuhiko Hattori
Journal:  Acc Chem Res       Date:  2008-11-18       Impact factor: 22.384

9.  Mechanism of alkane transfer-dehydrogenation catalyzed by a pincer-ligated iridium complex.

Authors:  Kenton B Renkema; Yury V Kissin; Alan S Goldman
Journal:  J Am Chem Soc       Date:  2003-07-02       Impact factor: 15.419

10.  Highly Cooperative Tetrametallic Ruthenium-mu-Oxo-mu-Hydroxo Catalyst for the Alcohol Oxidation Reaction.

Authors:  Chae S Yi; Tonya N Zeczycki; Ilia A Guzei
Journal:  Organometallics       Date:  2006       Impact factor: 3.876
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  4 in total

1.  Scope and Mechanistic Study of the Coupling Reaction of α, β-Unsaturated Carbonyl Compounds with Alkenes: Uncovering Electronic Effects on Alkene Insertion vs Oxidative Coupling Pathways.

Authors:  Ki-Hyeok Kwon; Do W Lee; Chae S Yi
Journal:  Organometallics       Date:  2012-01-09       Impact factor: 3.876

2.  Chelate-Assisted Oxidative Coupling Reaction of Arylamides and Unactivated Alkenes: Mechanistic Evidence for Vinyl C-H Bond Activation Promoted by an Electrophilic Ruthenium-Hydride Catalyst.

Authors:  Ki-Hyeok Kwon; Do W Lee; Chae S Yi
Journal:  Organometallics       Date:  2010-10-21       Impact factor: 3.876

3.  Tetrasubstituted olefins through the stereoselective catalytic intermolecular conjugate addition of simple alkenes to α,β-unsaturated carbonyl compounds.

Authors:  Ki-Hyeok Kwon; Do W Lee; Chae S Yi
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-14       Impact factor: 15.336

4.  Chain- and Regioselective Ethylene and Styrene Dimerization Reactions Catalyzed by a Well-Defined Cationic Ruthenium-Hydride Complex: New Insights on the Styrene Dimerization Mechanism.

Authors:  Do W Lee; Chae S Yi
Journal:  Organometallics       Date:  2010-01-01       Impact factor: 3.876
  4 in total

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