Literature DB >> 28537588

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

Jamie H Docherty1, Jingying Peng1, Andrew P Dominey2, Stephen P Thomas1.   

Abstract

First-row, earth-abundant metals offer an inexpensive and sustainable alternative to precious-metal catalysts. As such, iron and cobalt catalysts have garnered interest as replacements for alkene and alkyne hydrofunctionalization reactions. However, these have required the use of air- and moisture-sensitive catalysts and reagents, limiting both adoption by the non-expert as well as applicability, particularly in industrial settings. Here, we report a simple method for the use of earth-abundant metal catalysts by general activation with sodium tert-butoxide. Using only robust air- and moisture-stable reagents and pre-catalysts, both known and, significantly, novel catalytic activities have been successfully achieved, covering hydrosilylation, hydroboration, hydrovinylation, hydrogenation and [2π+2π] alkene cycloaddition. This activation method allows for the easy use of earth-abundant metals, including iron, cobalt, nickel and manganese, and represents a generic platform for the discovery and application of non-precious metal catalysis.

Entities:  

Year:  2017        PMID: 28537588     DOI: 10.1038/nchem.2697

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  26 in total

1.  An iron-catalysed chemo- and regioselective tetrahydrofuran synthesis.

Authors:  Gerhard Hilt; Patrick Bolze; Iris Kieltsch
Journal:  Chem Commun (Camb)       Date:  2005-02-18       Impact factor: 6.222

2.  Iron-catalyzed [2pi + 2pi] cycloaddition of alpha,omega-dienes: the importance of redox-active supporting ligands.

Authors:  Marco W Bouwkamp; Amanda C Bowman; Emil Lobkovsky; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2006-10-18       Impact factor: 15.419

3.  Regio- and stereoselective hydrosilylation of alkynes catalyzed by three-coordinate cobalt(I) alkyl and silyl complexes.

Authors:  Zhenbo Mo; Jie Xiao; Yafei Gao; Liang Deng
Journal:  J Am Chem Soc       Date:  2014-12-09       Impact factor: 15.419

4.  Cobalt-catalyzed enantioselective hydroboration of 1,1-disubstituted aryl alkenes.

Authors:  Lei Zhang; Ziqing Zuo; Xiaolong Wan; Zheng Huang
Journal:  J Am Chem Soc       Date:  2014-10-21       Impact factor: 15.419

5.  Bis(imino)pyridine cobalt-catalyzed alkene isomerization-hydroboration: a strategy for remote hydrofunctionalization with terminal selectivity.

Authors:  Jennifer V Obligacion; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2013-12-16       Impact factor: 15.419

6.  Iron-catalyzed 1,4-hydroboration of 1,3-dienes.

Authors:  Jessica Y Wu; Benoît Moreau; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2009-09-16       Impact factor: 15.419

7.  Highly selective bis(imino)pyridine iron-catalyzed alkene hydroboration.

Authors:  Jennifer V Obligacion; Paul J Chirik
Journal:  Org Lett       Date:  2013-05-21       Impact factor: 6.005

Review 8.  Recent advances in homogeneous nickel catalysis.

Authors:  Sarah Z Tasker; Eric A Standley; Timothy F Jamison
Journal:  Nature       Date:  2014-05-15       Impact factor: 49.962

9.  Phosphinite-iminopyridine iron catalysts for chemoselective alkene hydrosilylation.

Authors:  Dongjie Peng; Yanlu Zhang; Xiaoyong Du; Lei Zhang; Xuebing Leng; Marc D Walter; Zheng Huang
Journal:  J Am Chem Soc       Date:  2013-12-13       Impact factor: 15.419

10.  Cobalt-Catalyzed [2π + 2π] Cycloadditions of Alkenes: Scope, Mechanism, and Elucidation of Electronic Structure of Catalytic Intermediates.

Authors:  Valerie A Schmidt; Jordan M Hoyt; Grant W Margulieux; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2015-06-12       Impact factor: 15.419

View more
  23 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.  Manganese-catalysed divergent silylation of alkenes.

Authors:  Jie Dong; Xiang-Ai Yuan; Zhongfei Yan; Liying Mu; Junyang Ma; Chengjian Zhu; Jin Xie
Journal:  Nat Chem       Date:  2020-12-14       Impact factor: 24.427

3.  Solvent-free hydroboration of alkynes catalyzed by an NHC-cobalt complex.

Authors:  Małgorzata Bołt; Patrycja Żak
Journal:  RSC Adv       Date:  2022-06-27       Impact factor: 4.036

4.  Ligand-controlled cobalt-catalyzed regiodivergent hydroboration of aryl,alkyl-disubstituted internal allenes.

Authors:  Caizhi Wu; Shaozhong Ge
Journal:  Chem Sci       Date:  2020-02-05       Impact factor: 9.825

5.  Access to stereodefined (Z)-allylsilanes and (Z)-allylic alcohols via cobalt-catalyzed regioselective hydrosilylation of allenes.

Authors:  Chao Wang; Wei Jie Teo; Shaozhong Ge
Journal:  Nat Commun       Date:  2017-12-22       Impact factor: 14.919

6.  Cobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes.

Authors:  Hui Leng Sang; Songjie Yu; Shaozhong Ge
Journal:  Chem Sci       Date:  2017-11-27       Impact factor: 9.825

7.  Visible-Light Controlled Divergent Catalysis Using a Bench-Stable Cobalt(I) Hydride Complex.

Authors:  Enrico Bergamaschi; Frédéric Beltran; Christopher J Teskey
Journal:  Chemistry       Date:  2020-03-25       Impact factor: 5.236

8.  Selective hydroboration of unsaturated bonds by an easily accessible heterotopic cobalt catalyst.

Authors:  Chuhan Li; Shuo Song; Yuling Li; Chang Xu; Qiquan Luo; Yinlong Guo; Xiaoming Wang
Journal:  Nat Commun       Date:  2021-06-21       Impact factor: 14.919

9.  Ligands with 1,10-phenanthroline scaffold for highly regioselective iron-catalyzed alkene hydrosilylation.

Authors:  Meng-Yang Hu; Qiao He; Song-Jie Fan; Zi-Chen Wang; Luo-Yan Liu; Yi-Jiang Mu; Qian Peng; Shou-Fei Zhu
Journal:  Nat Commun       Date:  2018-01-15       Impact factor: 14.919

10.  Interconversion and reactivity of manganese silyl, silylene, and silene complexes.

Authors:  Jeffrey S Price; David J H Emslie
Journal:  Chem Sci       Date:  2019-10-29       Impact factor: 9.825

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.