High yield and greener C–H difluoromethylation reactions using copper iodide nanoparticles/boron nitride nanosheets as a versatile and recyclable heterogeneous catalyst

Literature Information

Publication Date 2021-07-29
DOI 10.1039/D1RE00196E
Impact Factor 4.239
Authors

Gowsika Jaikumar, Fushen Lu


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Abstract

Copper iodide (CuI) nanoparticles/boron nitride nanosheets (BNNSs) were prepared via an ultrasonication method and subsequently characterized. For the first time, these newly synthesized CuI/BNNS supports were used as heterogeneous catalysts for C–H difluoromethylation reactions, including the synthesis of heteroarenes and terminal alkynes. The versatility of the catalyst was demonstrated for the synthesis of diverse substituted difluoromethylated heteroarenes and terminal alkynes from electron-deficient and electron-rich groups, resulting in moderate to high yields (up to 91%). The reaction was carried out in a greener medium (cyrene instead of dimethylformamide and N-methyl-2-pyrrolidone) at room temperature using (difluoromethyl)trimethylsilane and 9,10-phenanthraquinone in the presence of the CuI/BNNS catalyst containing ∼3 wt% Cu and I. Notably, its activity was found to provide higher yield, shorter reaction time, and fewer usage of the catalyst, compared with commercial CuI catalysts. In addition, the CuI/BNNS catalyst could be easily recovered and recycled up to five times, with only a slight decrease (3%) in its catalytic activity, providing attractive features for chemical engineers to use this catalyst for the large-industrial scale synthesis of organic bioactive compounds involving C–H difluoromethylation reactions.

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Source Journal

Reaction Chemistry & Engineering

Reaction Chemistry & Engineering
CiteScore: 0
Self-citation Rate: 8.8%
Articles per Year: 284

Reaction Chemistry & Engineering is an interdisciplinary journal reporting cutting-edge research focused on enhancing the understanding and efficiency of reactions. Reaction engineering leverages the interface where fundamental molecular chemistry meets chemical engineering and technology. Challenges in chemistry can be overcome by the application of new technologies, while engineers may find improved solutions for process development from the latest developments in reaction chemistry. Reaction Chemistry & Engineering is a unique forum for researchers whose interests span the broad areas of chemical engineering and chemical sciences to come together in solving problems of importance to wider society. All papers should be written to be approachable by readers across the engineering and chemical sciences. Papers that consider multiple scales, from the laboratory up to and including plant scale, are particularly encouraged.

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