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Cobalt nanocomposites on N-doped hierarchical porous carbon for highly selective formation of anilines and imines from nitroarenes

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Abstract

The search for active, inexpensive, and stable heterogeneous catalysts for organic transformation still remains challenging in both academia and industry. Herein, we present the facile fabrication of non-noble cobalt nanocomposites on N-doped hierarchical porous carbon derived from naturally renewable biomass together with Earth-abundant and low-cost cobalt salts. The whole preparation process is operationally simple and straightforward, cost-effective and environmentally benign and can be used in mass production for practical applications. The most active cobalt nanocomposite catalyst, that is, CoOx@NC-800, demonstrated outstanding activity and excellent selectivity for the hydrogenation of functionalized nitroarenes to aniline derivatives with molecular hydrogen in water as a green medium. It also showed high activity for the direct and expedient synthesis of imines from the reductive amination of nitroarenes and aldehydes with excellent selectivity and good tolerance to a variety of functional groups. More importantly, a new straightforward one-pot cascade synthesis of benzimidazole was developed from the reductive amination of ortho-amino substituted nitrobenzene with aldehyde followed by sequential cyclization in a green and sustainable manner, further highlighting the utility of the catalyst. In addition, the catalyst can be easily separated for successive reuses without a significant loss in both activity and selectivity.

Graphical abstract: Cobalt nanocomposites on N-doped hierarchical porous carbon for highly selective formation of anilines and imines from nitroarenes

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Publication details

The article was received on 02 May 2018, accepted on 05 Jul 2018 and first published on 06 Jul 2018


Article type: Paper
DOI: 10.1039/C8GC01374H
Citation: Green Chem., 2018, Advance Article
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    Cobalt nanocomposites on N-doped hierarchical porous carbon for highly selective formation of anilines and imines from nitroarenes

    T. Song, P. Ren, Y. Duan, Z. Wang, X. Chen and Y. Yang, Green Chem., 2018, Advance Article , DOI: 10.1039/C8GC01374H

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