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Cu(I) coordination polymers (CPs) as tandem catalysts for three-component sequential click/alkynylation cycloaddition reaction with regiocontrol

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Abstract

To expand coordination polymers (CPs) as solid catalysts to selectively catalyze the three-component tandem click/alkynylation reaction for their fully substituted triazole skeletons, two Cu(I)-based CPs (CuI-CPs), [CuBr(aas-TPB)]n (1) and [Cu3I3(aas-TPB)2]n (2) (TPB = N,N,N-tri(3-pyridinyl)-1,3,5-benzenetricarboxamine), have been prepared. Because of the template effect of anions (Br and I), the structure of compounds is regulated under solvothermal conditions. CP 1 exhibited a one-dimensional (1D) chain, while the double strand framework with the Cu3I3 cluster platform was observed in 2. Furthermore, the different product selectivities of catalyzing terminal alkynes, benzyl azide and bromoalkyne to synthesize triazole skeletons have been caused by the significantly structural diversity of 1 and 2. The distinct structural feature of 2 endows it with unique multinuclear platforms (Cu3I3) and reaction pathways to promote the three-component tandem click/alkynylation cycloaddition reaction. As a result, 2 can be an outstanding catalyst candidate for sequential click/alkynylation cycloaddition, while 1 can efficiently catalyze the generation of click products.

Graphical abstract: Cu(i) coordination polymers (CPs) as tandem catalysts for three-component sequential click/alkynylation cycloaddition reaction with regiocontrol

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Publication details

The article was received on 10 Oct 2018, accepted on 05 Nov 2018 and first published on 06 Nov 2018


Article type: Paper
DOI: 10.1039/C8DT04067B
Citation: Dalton Trans., 2018, Advance Article
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    Cu(I) coordination polymers (CPs) as tandem catalysts for three-component sequential click/alkynylation cycloaddition reaction with regiocontrol

    X. Guo, C. Huang, H. Yang, Z. Shao, K. Gao, N. Qin, G. Li, J. Wu and H. Hou, Dalton Trans., 2018, Advance Article , DOI: 10.1039/C8DT04067B

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