Literature DB >> 24074248

Base metal catalysts for photochemical C-H borylation that utilize metal-metal cooperativity.

Thomas J Mazzacano1, Neal P Mankad.   

Abstract

Heterobimetallic Cu-Fe and Zn-Fe complexes catalyze C-H borylation, a transformation that previously required noble metal catalysts. The optimal catalyst, (IPr)Cu-FeCp(CO)2, exhibits efficient activity at 5 mol% loading under photochemical conditions, shows only minimal decrease in activity upon reuse, and is able to catalyze borylation of a variety of arene substrates. Stoichiometric reactivity studies are consistent with a proposed mechanism that exploits metal-metal cooperativity and showcases bimetallic versions of the classical organometallic processes, oxidative addition and reductive elimination.

Entities:  

Year:  2013        PMID: 24074248     DOI: 10.1021/ja408861p

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


  18 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.  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.  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

4.  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

5.  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

6.  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

7.  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

8.  Insights into Activation of Cobalt Pre-Catalysts for C(sp2)-H Functionalization.

Authors:  Jennifer V Obligacion; Hongyu Zhong; Paul J Chirik
Journal:  Isr J Chem       Date:  2017-09-25       Impact factor: 3.333

9.  Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds.

Authors:  Shengfei Jin; Hang T Dang; Graham C Haug; Ru He; Viet D Nguyen; Vu T Nguyen; Hadi D Arman; Kirk S Schanze; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2020-01-10       Impact factor: 15.419

10.  Mechanistic Studies of Cobalt-Catalyzed C(sp2)-H Borylation of Five-Membered Heteroarenes with Pinacolborane.

Authors:  Jennifer V Obligacion; Paul J Chirik
Journal:  ACS Catal       Date:  2017-05-17       Impact factor: 13.084

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