Literature DB >> 28071853

Hydrodehalogenation of Haloarenes by a Sodium Hydride-Iodide Composite.

Derek Yiren Ong1, Ciputra Tejo1, Kai Xu1, Hajime Hirao1, Shunsuke Chiba1.   

Abstract

A simple protocol for hydrodebromination and -deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  DFT calculations; haloarenes; hydrodehalogenation; reduction; sodium hydride

Year:  2017        PMID： 28071853     DOI： 10.1002/anie.201611495

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  4 in total

Review 1.  Concerted Nucleophilic Aromatic Substitution Reactions.

Authors:  Simon Rohrbach; Andrew J Smith; Jia Hao Pang; Darren L Poole; Tell Tuttle; Shunsuke Chiba; John A Murphy
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-13       Impact factor: 15.336

2.  Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4-Dioxane.

Authors:  Tobias Hokamp; Abhishek Dewanji; Maximilian Lübbesmeyer; Christian Mück-Lichtenfeld; Ernst-Ulrich Würthwein; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-19       Impact factor: 15.336

3.  Concerted nucleophilic aromatic substitutions.

Authors:  Eugene E Kwan; Yuwen Zeng; Harrison A Besser; Eric N Jacobsen
Journal:  Nat Chem       Date:  2018-07-16       Impact factor: 24.427

4.  Computational Study on the Boundary Between the Concerted and Stepwise Mechanism of Bimolecular SNAr Reactions.

Authors:  Simon Rohrbach; John A Murphy; Tell Tuttle
Journal:  J Am Chem Soc       Date:  2020-08-20       Impact factor: 15.419
  4 in total

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