Literature DB >> 28906106

Cobalt-Catalyzed and Lewis Acid-Assisted Nitrile Hydrogenation to Primary Amines: A Combined Effort.

Kenan Tokmic1, Bailey J Jackson1, Andrea Salazar1, Toby J Woods1, Alison R Fout1.   

Abstract

The selective hydrogenation of nitriles to primary amines using a bench-stable cobalt precatalyst under 4 atm of H2 is reported herein. The catalyst precursor was reduced in situ using NaHBEt3, and the resulting Lewis acid formed, BEt3, was found to be integral to the observed catalysis. Mechanistic insights gleaned from para-hydrogen induced polarization (PHIP) transfer NMR studies revealed that the pairwise hydrogenation of nitriles proceeded through a Co(I/III) redox process.

Entities:  

Year:  2017        PMID： 28906106     DOI： 10.1021/jacs.7b07368

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

1.  Oxidative Addition of Dihydrogen, Boron Compounds, and Aryl Halides to a Cobalt(I) Cation Supported by a Strong-Field Pincer Ligand.

Authors:  Stephan M Rummelt; Hongyu Zhong; Nadia G Léonard; Scott P Semproni; Paul J Chirik
Journal:  Organometallics       Date:  2019-02-20       Impact factor: 3.876

Review 2.  Advancing homogeneous catalysis for parahydrogen-derived hyperpolarisation and its NMR applications.

Authors:  Ben J Tickner; Vladimir V Zhivonitko
Journal:  Chem Sci       Date:  2022-03-22       Impact factor: 9.969

3.  Synthesis and reactivity of a PCcarbeneP cobalt(i) complex: the missing link in the cobalt PXP pincer series (X = B, C, N).

Authors:  Simon Sung; Qingyang Wang; Tobias Krämer; Rowan D Young
Journal:  Chem Sci       Date:  2018-09-06       Impact factor: 9.825

4.  Old Concepts, New Application - Additive-Free Hydrogenation of Nitriles Catalyzed by an Air Stable Alkyl Mn(I) Complex.

Authors:  Stefan Weber; Luis F Veiros; Karl Kirchner
Journal:  Adv Synth Catal       Date:  2019-10-28       Impact factor: 5.837

5.  Electrochemical reduction of acetonitrile to ethylamine.

Authors:  Rong Xia; Dong Tian; Shyam Kattel; Bjorn Hasa; Haeun Shin; Xinbin Ma; Jingguang G Chen; Feng Jiao
Journal:  Nat Commun       Date:  2021-03-29       Impact factor: 14.919

6.  Oxidative Addition of Biphenylene and Chlorobenzene to a Rh(CNC) Complex.

Authors:  Amy E Kynman; Samantha Lau; Sean O Dowd; Tobias Krämer; Adrian B Chaplin
Journal:  Eur J Inorg Chem       Date:  2020-10-20       Impact factor: 2.524

7.  General Construction of Amine via Reduction of N=X (X = C, O, H) Bonds Mediated by Supported Nickel Boride Nanoclusters.

Authors:  Da Ke; Shaodong Zhou
Journal:  Int J Mol Sci       Date:  2022-08-19       Impact factor: 6.208

8.  Pd-CuFe Catalyst for Transfer Hydrogenation of Nitriles: Controllable Selectivity to Primary Amines and Secondary Amines.

Authors:  Lei Liu; Yuhong Liu; Yongjian Ai; Jifan Li; Junjie Zhou; Zhibo Fan; Hongjie Bao; Ruihang Jiang; Zenan Hu; Jingting Wang; Ke Jing; Yue Wang; Qionglin Liang; Hongbin Sun
Journal:  iScience       Date:  2018-09-19

9.  A cobalt phosphide catalyst for the hydrogenation of nitriles.

Authors:  Takato Mitsudome; Min Sheng; Ayako Nakata; Jun Yamasaki; Tomoo Mizugaki; Koichiro Jitsukawa
Journal:  Chem Sci       Date:  2020-06-09       Impact factor: 9.825
  9 in total

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