Literature DB >> 22301315

Iron catalysts for selective anti-Markovnikov alkene hydrosilylation using tertiary silanes.

Aaron M Tondreau1, Crisita Carmen Hojilla Atienza, Keith J Weller, Susan A Nye, Kenrick M Lewis, Johannes G P Delis, Paul J Chirik.   

Abstract

Alkene hydrosilylation, the addition of a silicon hydride (Si-H) across a carbon-carbon double bond, is one of the largest-scale industrial applications of homogeneous catalysis and is used in the commercial production of numerous consumer goods. For decades, precious metals, principally compounds of platinum and rhodium, have been used as catalysts for this reaction class. Despite their widespread application, limitations such as high and volatile catalyst costs and competing side reactions have persisted. Here, we report that well-characterized molecular iron coordination compounds promote the selective anti-Markovnikov addition of sterically hindered, tertiary silanes to alkenes under mild conditions. These Earth-abundant base-metal catalysts, coordinated by optimized bis(imino)pyridine ligands, show promise for industrial application.

Entities:  

Year:  2012        PMID: 22301315     DOI: 10.1126/science.1214451

Source DB:  PubMed          Journal:  Science        ISSN: 0036-8075            Impact factor:   47.728


  39 in total

1.  Earth-Abundant Transition Metal Catalysts for Alkene Hydrosilylation and Hydroboration: Opportunities and Assessments.

Authors:  Jennifer V Obligacion; Paul J Chirik
Journal:  Nat Rev Chem       Date:  2018-04-27       Impact factor: 34.035

2.  Enabling Two-Electron Pathways with Iron and Cobalt: From Ligand Design to Catalytic Applications.

Authors:  Rebeca Arevalo; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2019-05-28       Impact factor: 15.419

3.  Activation and discovery of earth-abundant metal catalysts using sodium tert-butoxide.

Authors:  Jamie H Docherty; Jingying Peng; Andrew P Dominey; Stephen P Thomas
Journal:  Nat Chem       Date:  2017-01-09       Impact factor: 24.427

4.  Selective Cobalt-Catalyzed Reduction of Terminal Alkenes and Alkynes Using (EtO)2Si(Me)H as a Stoichiometric Reductant.

Authors:  Balaram Raya; Souvagya Biswas; T V RajanBabu
Journal:  ACS Catal       Date:  2016-08-12       Impact factor: 13.084

5.  Directed evolution of cytochrome c for carbon-silicon bond formation: Bringing silicon to life.

Authors:  S B Jennifer Kan; Russell D Lewis; Kai Chen; Frances H Arnold
Journal:  Science       Date:  2016-11-25       Impact factor: 47.728

6.  Mn-, Fe-, and Co-Catalyzed Radical Hydrofunctionalizations of Olefins.

Authors:  Steven W M Crossley; Carla Obradors; Ruben M Martinez; Ryan A Shenvi
Journal:  Chem Rev       Date:  2016-07-27       Impact factor: 60.622

7.  Iridium-Catalyzed, Hydrosilyl-Directed Borylation of Unactivated Alkyl C-H Bonds.

Authors:  Matthew A Larsen; Seung Hwan Cho; John Hartwig
Journal:  J Am Chem Soc       Date:  2016-01-15       Impact factor: 15.419

8.  Oxidative addition of carbon-carbon bonds with a redox-active bis(imino)pyridine iron complex.

Authors:  Jonathan M Darmon; S Chantal E Stieber; Kevin T Sylvester; Ignacio Fernández; Emil Lobkovsky; Scott P Semproni; Eckhard Bill; Karl Wieghardt; Serena DeBeer; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2012-10-08       Impact factor: 15.419

9.  High-Activity Iron Catalysts for the Hydrogenation of Hindered, Unfunctionalized Alkenes.

Authors:  Renyuan Pony Yu; Jonathan M Darmon; Jordan M Hoyt; Grant W Margulieux; Zoë R Turner; Paul J Chirik
Journal:  ACS Catal       Date:  2012       Impact factor: 13.084

10.  Catalytic hydrogenation activity and electronic structure determination of bis(arylimidazol-2-ylidene)pyridine cobalt alkyl and hydride complexes.

Authors:  Renyuan Pony Yu; Jonathan M Darmon; Carsten Milsmann; Grant W Margulieux; S Chantal E Stieber; Serena DeBeer; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2013-08-22       Impact factor: 15.419

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