Literature DB >> 26010715

Alkene isomerization-hydroboration promoted by phosphine-ligated cobalt catalysts.

Margaret L Scheuermann1, Elizabeth J Johnson1, Paul J Chirik1.   

Abstract

Generated in situ from air-stable cobalt precursors or readily synthesized using NaHBEt3, (PPh3)3CoH(N2) was found to be an effective catalyst for the hydroboration of alkenes. Unlike previous base-metal catalysts for alkene isomerization-hydroboration which favor the incorporation of boron at terminal positions, (PPh3)3CoH(N2) promotes boron incorporation adjacent to π-systems even in substrates where the alkene is at a remote position, enabling a unique route to 1,1-diboron compounds from α,ω-dienes.

Entities:  

Year:  2015        PMID: 26010715     DOI: 10.1021/acs.orglett.5b01135

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  22 in total

1.  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

2.  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

3.  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

4.  Ketone Synthesis from Benzyldiboronates and Esters: Leveraging α-Boryl Carbanions for Carbon-Carbon Bond Formation.

Authors:  Boran Lee; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2020-01-24       Impact factor: 15.419

5.  Rethinking Carbohydrate Synthesis: Stereoretentive Reactions of Anomeric Stannanes.

Authors:  Feng Zhu; Sloane O'Neill; Jacob Rodriguez; Maciej A Walczak
Journal:  Chemistry       Date:  2018-12-13       Impact factor: 5.236

6.  Metal-catalyzed cross-coupling chemistry with polyhedral boranes.

Authors:  Rafal M Dziedzic; Alexander M Spokoyny
Journal:  Chem Commun (Camb)       Date:  2019-01-03       Impact factor: 6.222

7.  C(sp2)-H Borylation of Fluorinated Arenes Using an Air-Stable Cobalt Precatalyst: Electronically Enhanced Site Selectivity Enables Synthetic Opportunities.

Authors:  Jennifer V Obligacion; Máté J Bezdek; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2017-02-10       Impact factor: 15.419

8.  Synthesis of Secondary and Tertiary Alkylboranes via Formal Hydroboration of Terminal and 1,1-Disubstituted Alkenes.

Authors:  Hilary A Kerchner; John Montgomery
Journal:  Org Lett       Date:  2016-10-27       Impact factor: 6.005

9.  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

10.  α-Hydroxy boron-enabled regioselective access to bifunctional halo-boryl alicyclic ethers and α-halo borons.

Authors:  Lucia Wang; Shengjia Lin; Yawei Zhu; Daniel Ferrante; Timaf Ishak; Yuki Baba; Abhishek Sharma
Journal:  Chem Commun (Camb)       Date:  2021-04-12       Impact factor: 6.222

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