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Synfacts 2017; 13(11): 1209
DOI: 10.1055/s-0036-1591385
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Reductive Amination of Carbonyl Compounds on Nb2O5-Supported Ruthenium

Contributor(s):
Yasuhiro Uozumi
,
Yoichi M. A. Yamada
,
Kenta Shinohara
Komanoya T. Kinemura T. Kita Y. Kamata K. Hara M. * Tokyo Institute of Technology, Yokohama and Japan Science and Technology Agency, Kawaguchi, Japan
Electronic Effect of Ruthenium Nanoparticles on Efficient Reductive Amination of Carbonyl Compounds.

J. Am. Chem. Soc. 2017;
139: 11493-11499
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Publication History

Publication Date:
19 October 2017 (online)

 
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Key words

ruthenium catalysis - niobium catalysis - nanoparticles - carbonyl compounds - reduction - amination

Significance

Nb2O5-supported ruthenium nano­particles (Ru/Nb2O5) were prepared by mixing Nb2O5 with an aqueous solution of Ru(NO)(NO3)3, followed by treatment under flowing H2/argon at 673 K (eq. 1). Ru/Nb2O5 promoted the reductive amination of carbonyl compounds 1 with NH3 and H2 to give the corresponding primary amines 3 in ≤98% yield (eq. 2).


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Comment

Ru/Nb2O5 prevented the formation of secondary amines and undesired hydrogenated byproducts. Ru/Nb2O5 was characterized by means of SEM, STEM, XPS, TPR, XRD and FT-IR analyses. Ru/Nb2O5 was recovered and reused three times without loss of its catalytic activity (2f; first reuse: 99% yield; second reuse: 93%; third reuse: 94%).


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