Literature DB >> 27797434

A Reusable Co Catalyst for the Selective Hydrogenation of Functionalized Nitroarenes and the Direct Synthesis of Imines and Benzimidazoles from Nitroarenes and Aldehydes.

Tobias Schwob1, Rhett Kempe1.   

Abstract

The use of abundantly available transition metals in reactions that have been preferentially mediated by rare noble metals, for example, hydrogenations, is a desirable aim in catalysis and an attractive strategy for element conservation. The observation of novel selectivity patterns with such inexpensive metal catalysts is especially appealing. Herein, we report a novel, robust, and reusable cobalt catalyst that permits the selective hydrogenation of nitroarenes in the presence of highly hydrogenation-sensitive functional groups, as well as the direct synthesis of imines from nitroarenes and aldehydes or ketones in the presence of such substituents. Furthermore, we introduce the first base-metal-mediated direct synthesis of benzimidazoles from nitroarenes and aldehydes. Functional groups that are easy to hydrogenate are again well tolerated.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  benzimidazoles; cobalt catalysis; hydrogenation; imines; nitroarenes

Year:  2016        PMID: 27797434     DOI: 10.1002/anie.201608321

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


  11 in total

1.  Mechanistic Investigation of the Formation of Nickel Nanocrystallites Embedded in Amorphous Silicon Nitride Nanocomposites.

Authors:  Norifumi Asakuma; Shotaro Tada; Erika Kawaguchi; Motoharu Terashima; Sawao Honda; Rafael Kenji Nishihora; Pierre Carles; Samuel Bernard; Yuji Iwamoto
Journal:  Nanomaterials (Basel)       Date:  2022-05-11       Impact factor: 5.719

2.  The Synthesis of Primary Amines through Reductive Amination Employing an Iron Catalyst.

Authors:  Christoph Bäumler; Christof Bauer; Rhett Kempe
Journal:  ChemSusChem       Date:  2020-05-26       Impact factor: 8.928

3.  Enhanced Hydrogenation Performance over Hollow Structured Co-CoOx@N-C Capsules.

Authors:  Hao Tian; Xiaoyan Liu; Liubing Dong; Xiaomin Ren; Hao Liu; Cameron Alexander Hurd Price; Ying Li; Guoxiu Wang; Qihua Yang; Jian Liu
Journal:  Adv Sci (Weinh)       Date:  2019-09-03       Impact factor: 16.806

4.  General and selective deoxygenation by hydrogen using a reusable earth-abundant metal catalyst.

Authors:  T Schwob; P Kunnas; N de Jonge; C Papp; H-P Steinrück; R Kempe
Journal:  Sci Adv       Date:  2019-11-15       Impact factor: 14.136

5.  Molecularly Engineering Defective Basal Planes in Molybdenum Sulfide for the Direct Synthesis of Benzimidazoles by Reductive Coupling of Dinitroarenes with Aldehydes.

Authors:  Miriam Rodenes; Francisco Gonell; Santiago Martín; Avelino Corma; Iván Sorribes
Journal:  JACS Au       Date:  2022-02-09

6.  Ammonia borane dehydrogenation and selective hydrogenation of functionalized nitroarene over a porous nickel-cobalt bimetallic catalyst.

Authors:  Hui Miao; Kelong Ma; Huiru Zhu; Kun Yin; Ying Zhang; Yumin Cui
Journal:  RSC Adv       Date:  2019-05-09       Impact factor: 4.036

7.  Iron-based nanocatalyst for the acceptorless dehydrogenation reactions.

Authors:  Garima Jaiswal; Vinod G Landge; Dinesh Jagadeesan; Ekambaram Balaraman
Journal:  Nat Commun       Date:  2017-12-15       Impact factor: 14.919

8.  Nitrogen-doped mesoporous SiC materials with catalytically active cobalt nanoparticles for the efficient and selective hydrogenation of nitroarenes.

Authors:  Mirco Eckardt; Muhammad Zaheer; Rhett Kempe
Journal:  Sci Rep       Date:  2018-02-07       Impact factor: 4.379

9.  Remarkable effect of alkalis on the chemoselective hydrogenation of functionalized nitroarenes over high-loading Pt/FeO x catalysts.

Authors:  Haisheng Wei; Yujing Ren; Aiqin Wang; Xiaoyan Liu; Xin Liu; Leilei Zhang; Shu Miao; Lin Li; Jingyue Liu; Junhu Wang; Guofu Wang; Dangsheng Su; Tao Zhang
Journal:  Chem Sci       Date:  2017-05-16       Impact factor: 9.825

10.  Cascade Synthesis of Pyrroles from Nitroarenes with Benign Reductants Using a Heterogeneous Cobalt Catalyst.

Authors:  Pavel Ryabchuk; Thomas Leischner; Carsten Kreyenschulte; Anke Spannenberg; Kathrin Junge; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-31       Impact factor: 16.823

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