Magnetically Recoverable Ni@Cui Hybrid Nanocatalysts Affording Spiropyrroline Heterocycles From Ketoximes And Alkenes

ASIAN JOURNAL OF ORGANIC CHEMISTRY(2020)

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摘要
The design of magnetic hybrid nanomaterials for cooperative activation of diverse functional groups drives future nanocatalysis toward green and sustainable multi-component organic synthesis. Here, we report the synthesis of unique Ni@CuI hybrid nanocatalysts by oxidation of the Cu-0 surface in Ni@Cu core-shell precursor using an ethanolic I-2 solution. The morphological (scanning electron microscopy and energy-dispersive X-ray spectroscopy) and structural (powder X-ray diffraction and X-ray photoelectron spectroscopy) characterizations conform the formation of Ni-0 and CuI hybrid nanocatalysts. These are efficient catalysts for the activation of oxime and olefin substrates to afford spiropyrrolines in a short time and excellent yields under green reaction conditions. The control experiments delineate the role of Cu sites as redox (I-III) triggered cleavage of N-O bond (oximes) and Ni-0 sites adsorb the olefin (C=C) which is proximity to the Cu-enamide intermediate to enhance the intermolecular cyclization lead to spiropyrrolines. The robustness of Ni@CuI hybrid nanocatalyst is demonstrated over five cycles without loss in its turnover and structural integrity, which follows ideal green chemistry metrics.
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关键词
hybrid nanomaterials, nanocatalysis, copper, spiropyrrolines, green chemistry
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