Literature DB >> 27873434

Simple Copper Catalysts for the Aerobic Oxidation of Amines: Selectivity Control by the Counterion.

Boran Xu1, Elizabeth M Hartigan1, Giancarlo Feula1, Zheng Huang1, Jean-Philip Lumb1, Bruce A Arndtsen1.   

Abstract

We describe the use of simple copper-salt catalysts in the selective aerobic oxidation of amines to nitriles or imines. These catalysts are marked by their exceptional efficiency, operate at ambient temperature and pressure, and allow the oxidation of amines without expensive ligands or additives. This study highlights the significant role counterions can play in controlling selectivity in catalytic aerobic oxidations.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aerobic oxidation; amines; biomimetic synthesis; copper; ion pairing

Year:  2016        PMID： 27873434     DOI： 10.1002/anie.201609255

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


  10 in total

Review 1.  Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Authors:  Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal:  Chem Rev       Date:  2019-01-30       Impact factor: 60.622

2.  Stereoselective and Regioselective Synthesis of Heterocycles via Copper-Catalyzed Additions of Amine Derivatives and Alcohols to Alkenes.

Authors:  Sherry R Chemler; Shuklendu D Karyakarte; Zainab M Khoder
Journal:  J Org Chem       Date:  2017-09-29       Impact factor: 4.354

3.  Electrochemical Dehydrogenation Pathways of Amines to Nitriles on NiOOH.

Authors:  Michael T Bender; Kyoung-Shin Choi
Journal:  JACS Au       Date:  2022-05-03

4.  Stereoselective Synthesis of Isoxazolidines via Copper-Catalyzed Alkene Diamination.

Authors:  Zainab M Khoder; Christina E Wong; Sherry R Chemler
Journal:  ACS Catal       Date:  2017-06-15       Impact factor: 13.084

5.  Copper-Catalyzed Vinylogous Aerobic Oxidation of Unsaturated Compounds with Air.

Authors:  Hai-Jun Zhang; Alexander W Schuppe; Shi-Tao Pan; Jin-Xiang Chen; Bo-Ran Wang; Timothy R Newhouse; Liang Yin
Journal:  J Am Chem Soc       Date:  2018-04-09       Impact factor: 15.419

6.  Second-Order Biomimicry: In Situ Oxidative Self-Processing Converts Copper(I)/Diamine Precursor into a Highly Active Aerobic Oxidation Catalyst.

Authors:  Scott D McCann; Jean-Philip Lumb; Bruce A Arndtsen; Shannon S Stahl
Journal:  ACS Cent Sci       Date:  2017-02-24       Impact factor: 14.553

7.  Switching acidity on manganese oxide catalyst with acetylacetones for selectivity-tunable amines oxidation.

Authors:  Xiuquan Jia; Jiping Ma; Fei Xia; Mingxia Gao; Jin Gao; Jie Xu
Journal:  Nat Commun       Date:  2019-05-28       Impact factor: 14.919

8.  Computational exploration of copper catalyzed vinylogous aerobic oxidation of unsaturated compounds.

Authors:  Ting Wang; Yu Zhou; Yao Xu; Gui-Juan Cheng
Journal:  Sci Rep       Date:  2021-01-14       Impact factor: 4.379

9.  Excellent Catalytic Performances of a Au/C-CuO Binary System in the Selective Oxidation of Benzylamines to Imines under Atmospheric Oxygen.

Authors:  Yuki Yamamoto; Miyuto Ota; Shintaro Kodama; Michio Ueshima; Akihiro Nomoto; Akiya Ogawa; Mitsunori Furuya; Kiminori Kawakami
Journal:  ACS Omega       Date:  2021-12-06

10.  The cumene/O2 system: a very simple tool for the radical chain oxidation of some functional groups.

Authors:  A Malekafzali; K Malinovska; F W Patureau
Journal:  New J Chem       Date:  2017-06-30       Impact factor: 3.591
  10 in total

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