Literature DB >> 24588541

Cobalt-catalyzed C-H borylation.

Jennifer V Obligacion1, Scott P Semproni, Paul J Chirik.   

Abstract

A family of pincer-ligated cobalt complexes has been synthesized and are active for the catalytic C-H borylation of heterocycles and arenes. The cobalt catalysts operate with high activity and under mild conditions and do not require excess borane reagents. Up to 5000 turnovers for methyl furan-2-carboxylate have been observed at ambient temperature with 0.02 mol % catalyst loadings. A catalytic cycle that relies on a cobalt(I)-(III) redox couple is proposed.

Entities:  

Year:  2014        PMID: 24588541     DOI: 10.1021/ja500712z

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


  35 in total

1.  Reversible Borylene Formation from Ring Opening of Pinacolborane and Other Intermediates Generated from Five-Coordinate Tris-Boryl Complexes: Implications for Catalytic C-H Borylation.

Authors:  Behnaz Ghaffari; Britt A Vanchura; Ghayoor A Chotana; Richard J Staples; Daniel Holmes; Robert E Maleczka; Milton R Smith
Journal:  Organometallics       Date:  2015-08-11       Impact factor: 3.876

2.  Benzyltriboronates: Building Blocks for Diastereoselective Carbon-Carbon Bond Formation.

Authors:  W Neil Palmer; Cayetana Zarate; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2017-02-13       Impact factor: 15.419

3.  Oxidative Addition of Dihydrogen, Boron Compounds, and Aryl Halides to a Cobalt(I) Cation Supported by a Strong-Field Pincer Ligand.

Authors:  Stephan M Rummelt; Hongyu Zhong; Nadia G Léonard; Scott P Semproni; Paul J Chirik
Journal:  Organometallics       Date:  2019-02-20       Impact factor: 3.876

4.  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

5.  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

6.  Enantioselective Borylation of Aromatic C-H Bonds with Chiral Dinitrogen Ligands.

Authors:  Bo Su; Tai-Gang Zhou; Pei-Lin Xu; Zhang-Jie Shi; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-16       Impact factor: 15.336

7.  Cobalt Pincer Complexes in Catalytic C-H Borylation: The Pincer Ligand Flips Rather Than Dearomatizes.

Authors:  Haixia Li; Jennifer V Obligacion; Paul J Chirik; Michael B Hall
Journal:  ACS Catal       Date:  2018-10-17       Impact factor: 13.084

8.  Achieving High Ortho Selectivity in Aniline C-H Borylations by Modifying Boron Substituents.

Authors:  Milton R Smith; Ranjana Bisht; Chabush Haldar; Gajanan Pandey; Jonathan E Dannatt; Behnaz Ghaffari; Robert E Maleczka; Buddhadeb Chattopadhyay
Journal:  ACS Catal       Date:  2018-05-09       Impact factor: 13.084

9.  C(sp2)-H Borylation of Heterocycles by Well-Defined Bis(silylene)pyridine Cobalt(III) Precatalysts: Pincer Modification, C(sp2)-H Activation and Catalytically Relevant Intermediates.

Authors:  Rebeca Arevalo; Tyler P Pabst; Paul J Chirik
Journal:  Organometallics       Date:  2020-07-08       Impact factor: 3.876

10.  Ligand-Promoted Borylation of C(sp(3))-H Bonds with Palladium(II) Catalysts.

Authors:  Jian He; Heng Jiang; Ryosuke Takise; Ru-Yi Zhu; Gang Chen; Hui-Xiong Dai; T G Murali Dhar; Jun Shi; Hao Zhang; Peter T W Cheng; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-27       Impact factor: 15.336

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