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Synfacts 2019; 15(12): 1412
DOI: 10.1055/s-0039-1690258
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Hydrogenative Cross-Coupling of Nitriles with Amines on Alumina-Supported Nickel Nanoparticles

Contributor(s):
Yasuhiro Uozumi
,
Shun Ichii
Zhou P, Jiang L, Wang S, Hu X. * Wang H. * Yuan Z, Zhang Z. * South-Central University for Nationalities, Wuhan, University of Jinan, and Nanchang University, P. R. of China
Synthesis of Secondary Aldimines from Hydrogenative Cross-Coupling of Nitriles and Amines over Al2O3-Supported Ni Catalysts.

ACS Catal. 2019;
9: 8413-8423
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Publication History

Publication Date:
18 November 2019 (online)

 
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Key words

nickel catalysis - hydrogenation - cross-coupling - nitriles - amines

Significance

Nickel nanoparticles immobilized on alumina (Ni/m-Al2O3-600) were prepared by mixing nickel nitrate, (i-PrO)3Al, and the amphiphilic polymer P123, followed by calcination and reduction with H2 (eq. 1). Ni/m-Al2O3-600 catalyzed the hydrogenative cross-coupling of nitriles with primary amines under an atmosphere of H2 to give the corresponding aldimines in up to quantitative yield (eq. 2).


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Comment

Ni/m-Al2O3-600 was characterized by means of ICP-OES, H2-TPR, N2 adsorption–desorption isotherm, XRD, XPS, TEM, EDX, and HAADF-STEM analyses. In the hydrogenative cross-coupling of benzonitrile with butylamine, the catalyst was reused five times without significant loss of its catalytic performance.


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