Literature DB >> 18422325

A highly effective cobalt catalyst for olefin aziridination with azides: hydrogen bonding guided catalyst design.

Joshua V Ruppel1, Jess E Jones, Chelsea A Huff, Rajesh M Kamble, Ying Chen, X Peter Zhang.   

Abstract

[Co(P1)], which was designed on the basis of potential hydrogen-bonding interactions in the metal-nitrene intermediate, is a highly active aziridination catalyst with azides. [Co(P1)] can effectively aziridinate various aromatic olefins with arylsulfonyl azides under mild conditions, forming sulfonylated aziridines in excellent yields. The Co-based system enjoys several attributes associated with the relatively low cost of cobalt and the wide accessibility of arylsulfonyl azides. Furthermore, it generates stable dinitrogen as the only byproduct.

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Year:  2008        PMID: 18422325     DOI: 10.1021/ol800588p

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


  36 in total

1.  Characterization of Porphyrin-Co(III)-'Nitrene Radical' Species Relevant in Catalytic Nitrene Transfer Reactions.

Authors:  Monalisa Goswami; Volodymyr Lyaskovskyy; Sérgio R Domingos; Wybren Jan Buma; Sander Woutersen; Oliver Troeppner; Ivana Ivanović-Burmazović; Hongjian Lu; Xin Cui; X Peter Zhang; Edward J Reijerse; Serena DeBeer; Matti M van Schooneveld; Florian Felix Pfaff; Kallol Ray; Bas de Bruin
Journal:  J Am Chem Soc       Date:  2015-04-16       Impact factor: 15.419

2.  Chemoselective amination of propargylic C(sp³)-H bonds by cobalt(II)-based metalloradical catalysis.

Authors:  Hongjian Lu; Chaoqun Li; Huiling Jiang; Christopher L Lizardi; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-19       Impact factor: 15.336

3.  Elucidation of the Reaction Mechanism of C2 + N1 Aziridination from Tetracarbene Iron Catalysts.

Authors:  Sara B Isbill; Preeti P Chandrachud; Jesse L Kern; David M Jenkins; Sharani Roy
Journal:  ACS Catal       Date:  2019-05-31       Impact factor: 13.084

4.  Characterization of Tunable Radical Metal-Carbenes: Key Intermediates in Catalytic Cyclopropanation.

Authors:  Jonathan L Belof; Christian R Cioce; Xue Xu; X Peter Zhang; Brian Space; H Lee Woodcock
Journal:  Organometallics       Date:  2011-04-29       Impact factor: 3.876

5.  Asymmetric Induction and Enantiodivergence in Catalytic Radical C-H Amination via Enantiodifferentiative H-Atom Abstraction and Stereoretentive Radical Substitution.

Authors:  Kai Lang; Sebastian Torker; Lukasz Wojtas; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2019-07-29       Impact factor: 15.419

6.  Recent advances in transition metal-catalyzed N-atom transfer reactions of azides.

Authors:  Tom G Driver
Journal:  Org Biomol Chem       Date:  2010-07-08       Impact factor: 3.876

7.  Enantioselective Intermolecular Radical C-H Amination.

Authors:  Li-Mei Jin; Pan Xu; Jingjing Xie; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2020-11-25       Impact factor: 15.419

8.  Effective synthesis of chiral N-fluoroaryl aziridines through enantioselective aziridination of alkenes with fluoroaryl azides.

Authors:  Li-Mei Jin; Xue Xu; Hongjian Lu; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-15       Impact factor: 15.336

9.  Spin-Selective Generation of Triplet Nitrenes: Olefin Aziridination through Visible-Light Photosensitization of Azidoformates.

Authors:  Spencer O Scholz; Elliot P Farney; Sangyun Kim; Desiree M Bates; Tehshik P Yoon
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-06       Impact factor: 15.336

10.  Regioselective synthesis of multisubstituted furans via metalloradical cyclization of alkynes with α-diazocarbonyls: construction of functionalized α-oligofurans.

Authors:  Xin Cui; Xue Xu; Lukasz Wojtas; Martin M Kim; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2012-12-03       Impact factor: 15.419

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