Literature DB >> 25221358

Substituted 2,2'-bipyridines by nickel-catalysis: 4,4'-di-tert-butyl-2,2'-bipyridine.

Joseph A Buonomo1, Daniel A Everson1, Daniel J Weix1.   

Abstract

A simple, ligand-free synthesis of the important bipyridyl ligand 4,4'-di-tert-butyl-2,2'-bipyridine is presented. 5,5'-bis(trifluoromethyl)-2,2'-bipyridine is also synthesized by the same protocol. The syntheses efficiently couple the parent 2-chlorpyridies by a nickel-catalyzed dimerization with manganese powder as the terminal reductant.

Entities:  

Keywords:  4,4′-di-tert-butyl-2,2′-bipyridine; catalysis; nickel; pyridine; reductive

Year:  2013        PMID： 25221358      PMCID： PMC4160121          DOI： 10.1055/s-0033-1338520

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  23 in total

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Journal:  J Am Chem Soc       Date:  2005-05-18       Impact factor: 15.419

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3.  Manganese as a substitute for rhenium in CO2 reduction catalysts: the importance of acids.

Authors:  Jonathan M Smieja; Matthew D Sampson; Kyle A Grice; Eric E Benson; Jesse D Froehlich; Clifford P Kubiak
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4.  Mild ketone formation via Ni-catalyzed reductive coupling of unactivated alkyl halides with acid anhydrides.

Authors:  Hongyu Yin; Chenglong Zhao; Hengzhi You; Kunhua Lin; Hegui Gong
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Review 5.  Functional ruthenium(II)- and iridium(III)-containing polymers for potential electro-optical applications.

Authors:  Veronica Marin; Elisabeth Holder; Richard Hoogenboom; Ulrich S Schubert
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6.  Palladium-catalyzed reductive homocoupling of aromatic halides and oxidation of alcohols.

Authors:  Minfeng Zeng; Yijun Du; Linjun Shao; Chenze Qi; Xian-Man Zhang
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7.  Electrochemical homocoupling of 2-bromomethylpyridines catalyzed by nickel complexes.

Authors:  Kelnner W R de França; Marcelo Navarro; Eric Léonel; Muriel Durandetti; Jean-Yves Nédélec
Journal:  J Org Chem       Date:  2002-03-22       Impact factor: 4.354

8.  Nickel-catalyzed reductive coupling of aryl halides with secondary alkyl bromides and allylic acetate.

Authors:  Shulin Wang; Qun Qian; Hegui Gong
Journal:  Org Lett       Date:  2012-06-14       Impact factor: 6.005

9.  Nickel-catalyzed reductive cross-coupling of aryl halides with alkyl halides.

Authors:  Daniel A Everson; Ruja Shrestha; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2010-01-27       Impact factor: 15.419

10.  Replacing conventional carbon nucleophiles with electrophiles: nickel-catalyzed reductive alkylation of aryl bromides and chlorides.

Authors:  Daniel A Everson; Brittany A Jones; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2012-03-30       Impact factor: 15.419
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  6 in total

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Authors:  Joseph A Buonomo
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3.  An amine template strategy to construct successive C-C bonds: synthesis of benzo[h]quinolines by a deaminative ring contraction cascade.

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4.  Stoichiometric Reactions of Acylnickel(II) Complexes with Electrophiles and the Catalytic Synthesis of Ketones.

Authors:  Alexander C Wotal; Ryan D Ribson; Daniel J Weix
Journal:  Organometallics       Date:  2014-07-10       Impact factor: 3.876

5.  New ligands for nickel catalysis from diverse pharmaceutical heterocycle libraries.

Authors:  Eric C Hansen; Dylan J Pedro; Alexander C Wotal; Nicholas J Gower; Jade D Nelson; Stephane Caron; Daniel J Weix
Journal:  Nat Chem       Date:  2016-08-08       Impact factor: 24.427

6.  Convergent access to bis-1,2,4-triazinyl-2,2'-bipyridines (BTBPs) and 2,2'-bipyridines via a Pd-catalyzed Ullman-type reaction.

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Journal:  RSC Adv       Date:  2020-03-16       Impact factor: 3.361
  6 in total

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