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A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions

Maity, T and Ghosh, P and Das, S and Saha, D and Koner, S (2021) A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions. In: New Journal of Chemistry, 45 (12). pp. 5568-5575.

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Official URL: https://doi.org/10.1039/d0nj05711h


Here we report, for the first time, the Ullmann C-N coupling reaction of nitroarenes which is achieved by using a copper containing metal-organic framework (MOF) catalyst under heterogenous conditions. The ready availability of nitroarenes and their low cost have made them ideal replacements for haloarenes as electrophilic coupling partners. Notably, the reaction protocol suppresses the by-product formation in the catalytic reaction. The catalyst has been designed and synthesized by two step post-synthesis functionalization of a MOF,viz.dabco MOF-1 with a -NH2functional group (DMOF-NH2). In the post-synthetic treatment, salicylaldehyde has been used for organic modification first and then copper(ii) was successfully incorporated onto the inner surface of the porous material. The hybrid porous solid thus obtained has been employed in the catalytic C-N coupling reaction of nitroarenes with a wide variety of amines under heterogeneous conditions, which displayed very high turnover frequencies (TOF) in catalytic reactions attesting its efficacy towards theN-arylation reaction. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021.

Item Type: Journal Article
Publication: New Journal of Chemistry
Publisher: Royal Society of Chemistry
Additional Information: The copyright for this article belongs to Royal Society of Chemistry.
Keywords: Amines; Catalysis; Catalysts; Metal-Organic Frameworks; Organometallics; Porous materials, Arylation reactions; By-product formation; Catalytic reactions; Electrophilic coupling; Heterogeneous conditions; Organic modification; Post-synthetic treatments; Reaction protocols, Copper compounds, 1,4 diazabicyclo2.2.2octane; amine; carbon; copper; cupric ion; metal organic framework; nitrogen; salicylaldehyde, Article; arylation; catalysis; catalyst; cross coupling reaction; electrophilicity; priority journal; synthesis
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 08 Mar 2023 09:22
Last Modified: 08 Mar 2023 09:22
URI: https://eprints.iisc.ac.in/id/eprint/80849

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