Literature DB >> 22480155

The regioselective switch for amino-NHC mediated C-H activation of benzimidazole via Ni-Al synergistic catalysis.

Wei-Chun Shih1, Wen-Ching Chen, Ying-Chieh Lai, Ming-Shiuan Yu, Jhao-Jhe Ho, Glenn P A Yap, Tiow-Gan Ong.   

Abstract

We have disclosed a new mode of a chemically regioselective switch for C-H bond functionalization of benzimidazole derivatives via a cooperative effect invoked by Ni-Al bimetallic catalysis to create a steric requirement for obtaining the linear product of styrene insertion. Yet, excluding the AlMe(3) cocatalyst switches the reaction toward branch selectivity.
© 2012 American Chemical Society

Entities:  

Year:  2012        PMID: 22480155     DOI: 10.1021/ol300570f

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


  5 in total

1.  C2-Selective Branched Alkylation of Benzimidazoles by Rhodium(I)-Catalyzed C-H Activation.

Authors:  Gaël Tran; Danielle Confair; Kevin D Hesp; Vincent Mascitti; Jonathan A Ellman
Journal:  J Org Chem       Date:  2017-08-22       Impact factor: 4.354

2.  H2 and carbon-heteroatom bond activation mediated by polarized heterobimetallic complexes.

Authors:  R Malcolm Charles; Timothy P Brewster
Journal:  Coord Chem Rev       Date:  2021-02-07       Impact factor: 22.315

Review 3.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622

4.  Rhodium-catalyzed regioselective addition of the ortho C-H bond in aromatic amides to the C-C double bond in α,β-unsaturated γ-lactones and dihydrofurans.

Authors:  Kaname Shibata; Naoto Chatani
Journal:  Chem Sci       Date:  2015-09-25       Impact factor: 9.825

5.  Rh(ii)-catalyzed branch-selective C-H alkylation of aryl sulfonamides with vinylsilanes.

Authors:  Supriya Rej; Naoto Chatani
Journal:  Chem Sci       Date:  2019-11-11       Impact factor: 9.825

  5 in total

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