Literature DB >> 28975686

Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol.

Michael C Haibach1, Brian M Stoltz1, Robert H Grubbs1.   

Abstract

Milstein's complex, (PNN)RuHCl(CO), catalyzes the efficient reduction of aryl and alkyl halides under relatively mild conditions by using propan-2-ol and a base. Sterically hindered tertiary and neopentyl substrates are reduced efficiently, as well as more functionalized aryl and alkyl bromides. The reduction process is proposed to occur by radical abstraction/hydrodehalogenation steps at ruthenium. Our research represents a safer and more sustainable alternative to typical silane, lithium aluminium hydride, and tin-based conditions for these reductions.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  halogens; hydrocarbons; hydrogen transfer; reduction; ruthenium

Year:  2017        PMID: 28975686     DOI: 10.1002/anie.201708800

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


  4 in total

1.  Organopolymer with dual chromophores and fast charge-transfer properties for sustainable photocatalysis.

Authors:  Justin D Smith; Abdelqader M Jamhawi; Jacek B Jasinski; Fabrice Gallou; Jin Ge; Rigoberto Advincula; Jinjun Liu; Sachin Handa
Journal:  Nat Commun       Date:  2019-04-23       Impact factor: 14.919

2.  Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism.

Authors:  Lin Huang; Alessandro Bismuto; Simon A Rath; Nils Trapp; Bill Morandi
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-25       Impact factor: 15.336

3.  Ruthenium pincer complex-catalyzed heterocycle compatible alkoxycarbonylation of alkyl iodides: substrate keeps the catalyst active.

Authors:  Han-Jun Ai; Yang Yuan; Xiao-Feng Wu
Journal:  Chem Sci       Date:  2022-02-07       Impact factor: 9.825

4.  Phosphonic acid mediated practical dehalogenation and benzylation with benzyl halides.

Authors:  Jing Xiao; Yonghao Ma; Xiaofang Wu; Jing Gao; Zilong Tang; Li-Biao Han
Journal:  RSC Adv       Date:  2019-07-18       Impact factor: 4.036

  4 in total

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