Ruthenium(II)-cored supramolecular organic framework-mediated recyclable visible light photoreduction of azides to amines and cascade formation of lactams |
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Authors: | Yi-Peng Wu Meng Yan Zhong-Zheng Gao Jun-Li Hou Hui Wang Dan-Wei Zhang Junliang Zhang Zhan-Ting Li |
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Institution: | Department of Chemistry, Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Collaborative Innovation Centre of Chemistry for Energy Materials(iChEM), Fudan University, Shanghai 200433, China |
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Abstract: | Ru(bpy)3]2+-cored supramolecular organic framework SMOF-1, assembled from a Ru(bpy)3]2+-derived hexaarmed molecule and cucurbit8]uril, has been demonstrated to heterogeneously catalyze visible light-induced reduction of phenyl, benzyl, 2-phenylethyl and 3-phenylpropyl azides in acetonitrile to produce the corresponding amines in good to high yields. For the last two kinds of azides that bear a CO2Me group at the para-position of the benzene ring, cascade reactions take place to generate the corresponding lactams in high yields. Compared with homogeneous control Ru(bpy)3]Cl2, SMOF-1 exhibits remarkably increased photocatalysis activity as a result of synergistic effect of the Ru(bpy)3]2+ units that form cubic cages to host the azide molecules and related intermediates. Moreover, SMOF-1 displays high recyclability and considerable photocatalysis activity after 3 to 12 runs. |
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Keywords: | Supramolecular organic framework Visible light photocatalysis Recyclability Azide reduction Amine Lactam |
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