Literature DB >> 24288328

Cobalt precursors for high-throughput discovery of base metal asymmetric alkene hydrogenation catalysts.

Max R Friedfeld1, Michael Shevlin, Jordan M Hoyt, Shane W Krska, Matthew T Tudge, Paul J Chirik.   

Abstract

Asymmetric hydrogenation of alkenes is one of the most widely used methods for the preparation of single enantiomer compounds, especially in the pharmaceutical and agrochemical industries. For more than four decades, precious metal complexes containing rhodium, iridium, and ruthenium have been predominantly used as catalysts. Here, we report rapid evaluation of libraries of chiral phosphine ligands with a set of simple cobalt precursors. From these studies, base metal precatalysts have been discovered for the hydrogenation of functionalized and unfunctionalized olefins with high enantiomeric excesses, demonstrating the potential utility of more earth-abundant metals in asymmetric hydrogenation.

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Year:  2013        PMID: 24288328     DOI: 10.1126/science.1243550

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


  43 in total

1.  Exploiting Enzymatic Dynamic Reductive Kinetic Resolution (DYRKR) in Stereocontrolled Synthesis.

Authors:  Gregory A Applegate; David B Berkowitz
Journal:  Adv Synth Catal       Date:  2015-05-12       Impact factor: 5.837

2.  Cobalt Catalysis for Enantioselective Cyclobutanone Construction.

Authors:  Daniel K Kim; Jan Riedel; Raphael S Kim; Vy M Dong
Journal:  J Am Chem Soc       Date:  2017-07-13       Impact factor: 15.419

3.  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

4.  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

5.  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

Review 6.  Contemporary screening approaches to reaction discovery and development.

Authors:  Karl D Collins; Tobias Gensch; Frank Glorius
Journal:  Nat Chem       Date:  2014-10       Impact factor: 24.427

7.  Synthesis, Structure, and Hydrogenolysis of Pyridine Dicarbene Iron Dialkyl Complexes.

Authors:  Stephan M Rummelt; Jonathan M Darmon; Renyuan Pony Yu; Peter Viereck; Tyler P Pabst; Zoë R Turner; Grant W Margulieux; Shunlin Gu; Paul J Chirik
Journal:  Organometallics       Date:  2019-08-09       Impact factor: 3.876

8.  Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future.

Authors:  Louis-Charles Campeau; Nilay Hazari
Journal:  Organometallics       Date:  2018-11-27       Impact factor: 3.876

9.  Screening and characterization of a diverse panel of metagenomic imine reductases for biocatalytic reductive amination.

Authors:  James R Marshall; Peiyuan Yao; Sarah L Montgomery; James D Finnigan; Thomas W Thorpe; Ryan B Palmer; Juan Mangas-Sanchez; Richard A M Duncan; Rachel S Heath; Kirsty M Graham; Darren J Cook; Simon J Charnock; Nicholas J Turner
Journal:  Nat Chem       Date:  2020-12-30       Impact factor: 24.427

10.  Metal-free transfer hydrogenation of olefins via dehydrocoupling catalysis.

Authors:  Manuel Pérez; Christopher B Caputo; Roman Dobrovetsky; Douglas W Stephan
Journal:  Proc Natl Acad Sci U S A       Date:  2014-07-07       Impact factor: 11.205

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