journal article·2020-11-25

Carbon-Supported Cobalt Nanoparticles as Catalysts for the Selective Hydrogenation of Nitroarenes to Arylamines and Pharmaceuticals

Vishakha Goyal, Naina Sarki, Baint Singh, Anjan Ray, Mukesh Poddar, Ankur Bordoloi, Anand Narani, Kishore Natte

ACS Applied Nano Materials· Volume 3· Issue 11
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Abstract

Chemoselective hydrogenation of nitroarenes under industrially viable conditions is one of the attractive reaction for chemical, pharma, and pesticide industries. Herein, we report a reusable, stable, and renewable carbon-supported cobalt nanocatalyst (Co/MA-800) for the chemoselective reduction of structurally diverse nitroarenes with molecular hydrogen. The Co/MA-800 nanocatalyst was prepared via simple and straightforward carbonization of macroalgae and characterized by transmission electron microscopy, X-ray diffraction, X-ray photoelectron spectroscopy, H2-temperature programmed reduction, N2 adsorption–desorption, and Raman spectroscopy. The cobalt content in Co/MA-800 is determined by inductively coupled plasma-atomic emission spectroscopy analysis. Furthermore, we show the hydrogenation of four marketed nitro pharmaceuticals that were selectively transformed to the respective primary anilines in excellent yields. We also demonstrate the synthesis of two industrially relevant key pharma intermediates on the ∼1 g scale, which are further employed in the preparation of drug compounds such as Linezolid and Tizanidine. The Co/MA-800 nanocatalyst was also active for the reductive amination of bezaldehyde and nitroarenes to achieve imines in good yields. In addition, the Co/MA-800 nanocatalyst is recycled 5 times without significant drop in catalytic activity.
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Research context

OpenAlex topics: Nanomaterials for catalytic reactions · Asymmetric Hydrogenation and Catalysis · Ammonia Synthesis and Nitrogen Reduction

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Chemical and Material Sciences Division, CSIR-Indian Institute of Petroleum (CSIR-IIP), Haridwar Road, Mohkampur, Dehradun-248 005, India

Academy of Scientific and Innovative Research (AcSIR), CSIR-HRDC Campus, Joggers Road, Kamla Nehru Nagar, Ghaziabad, Uttar Pradesh 201 002, India

Biofuels Division, CSIR-Indian Institute of Petroleum (CSIR-IIP), Haridwar Road, Mohkampur, Dehradun-248 005, India

Analytical Sciences Division, CSIR-Indian Institute of Petroleum (CSIR-IIP), Haridwar Road, Mohkampur, Dehradun-248 005, India

Light Stock Processing Division, CSIR-Indian Institute of Petroleum (CSIR-IIP), Haridwar Road, Mohkampur, Dehradun-248 005, India

Funding

Council of Scientific and Industrial Research · Science and Engineering Research Board

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