Literature DB >> 15225035

Evidence for a NiI active species in the catalytic cross-coupling of alkyl electrophiles.

Thomas J Anderson1, Gavin D Jones, David A Vicic.   

Abstract

Addition of terpyridine to (TMEDA)Ni(CH3)2 results in the high-yield formation of (terpyridyl)NiMe (3). This NiI organometallic complex was found to be capable of transferring its methyl group to iodocyclohexane to produce methylcyclohexane in high yield. Compound 3 can also serve as an initiator for the catalytic cross-coupling of alkyl electrophiles performed under Negishi-like conditions.

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Year:  2004        PMID: 15225035     DOI: 10.1021/ja0483903

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


  36 in total

1.  Nickel-catalyzed Negishi cross-couplings of secondary nucleophiles with secondary propargylic electrophiles at room temperature.

Authors:  Sean W Smith; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  A heterogeneous-catalyst-based, microwave-assisted protocol for the synthesis of 2,2'-bipyridines.

Authors:  Lucas R Moore; David A Vicic
Journal:  Chem Asian J       Date:  2008-06-02

Review 3.  Advances in transition metal (Pd, Ni, Fe)-catalyzed cross-coupling reactions using alkyl-organometallics as reaction partners.

Authors:  Ranjan Jana; Tejas P Pathak; Matthew S Sigman
Journal:  Chem Rev       Date:  2011-02-14       Impact factor: 60.622

4.  Control of Vicinal Stereocenters through Nickel-Catalyzed Alkyl-Alkyl Cross-Coupling.

Authors:  Xin Mu; Yu Shibata; Yusuke Makida; Gregory C Fu
Journal:  Angew Chem Int Ed Engl       Date:  2017-04-19       Impact factor: 15.336

5.  Terminal NiII-OH/-OH2 complexes in trigonal bipyramidal geometries derived from H2O.

Authors:  Nathanael Lau; Yohei Sano; Joseph W Ziller; A S Borovik
Journal:  Polyhedron       Date:  2016-11-18       Impact factor: 3.052

6.  Nickel-catalyzed cross-electrophile coupling of 2-chloropyridines with alkyl bromides.

Authors:  Daniel A Everson; Joseph A Buonomo; Daniel J Weix
Journal:  Synlett       Date:  2014-01       Impact factor: 2.454

7.  N-Heterocyclic Carbene Bound Nickel(I) Complexes and Their Roles in Catalysis.

Authors:  Kainan Zhang; Martin Conda-Sheridan; Shayna Cooke; Janis Louie
Journal:  Organometallics       Date:  2011-05-09       Impact factor: 3.876

8.  Mechanistic Study of an Improved Ni Precatalyst for Suzuki-Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species.

Authors:  Megan Mohadjer Beromi; Ainara Nova; David Balcells; Ann M Brasacchio; Gary W Brudvig; Louise M Guard; Nilay Hazari; David J Vinyard
Journal:  J Am Chem Soc       Date:  2017-01-10       Impact factor: 15.419

9.  Well-defined nickel and palladium precatalysts for cross-coupling.

Authors:  Nilay Hazari; Patrick R Melvin; Megan Mohadjer Beromi
Journal:  Nat Rev Chem       Date:  2017-03-01       Impact factor: 34.035

10.  Synthesis and Reactivity of Paramagnetic Nickel Polypyridyl Complexes Relevant to C(sp2 )-C(sp3 )Coupling Reactions.

Authors:  Megan Mohadjer Beromi; Gary W Brudvig; Nilay Hazari; Hannah M C Lant; Brandon Q Mercado
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-27       Impact factor: 15.336

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