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Highly efficient catalytic performance on CuAAC reaction by polymer-like supramolecular self-assemblies-Cu(I) in aqueous solution

文献类型： 外文期刊

作者： Deng, Bin 1 ; Yang, Jing 1 ; Guo, Mengbi 2 ; Yang, Rui 1 ;

作者机构： 1.Kunming Univ Sci & Technol, Fac Sci, Kunming 650500, Yunnan, Peoples R China

2.Yunnan Acad Agr Sci, Ind Crop Res Inst, Kunming, Yunnan, Peoples R China

关键词： CuAAC reaction; cyclodextrin; green catalysis; supramolecular polymer

期刊名称：APPLIED ORGANOMETALLIC CHEMISTRY （ 影响因子：4.072； 五年影响因子：3.796 ）

ISSN： 0268-2605

年卷期： 2022 年 36 卷 6 期

页码：

收录情况： SCI

摘要： A series of AA/BB types of cyclodextrin-based supramolecular polymers (CD-SP 1, 2, 3, and 4) have been constructed and characterized, which employed as ligands to accelerate the copper(I)-catalyzed azide alkyne cycloaddition (CuAAC) using the conventional Sharpless-Fokin catalyst (CuSO4 + Na ascorbate) for the first time. Among them, the bridged-maleic-2-beta-CD (CD = cyclodextrin)@bridged-maleic-2-Ada (Ada = adamantane) (CD-SP 4) self-assembly shows more effective catalytic activity for CuAAC of azide and acetylene at 40 mol ppm of Cu(I) in water with excellent yields and remarkable TON (turnover number) values (up to 23,750). CD-SP 4 can be fully recycled, and the catalyst can be reused efficiently for 10 times with negligible loss of catalyst activity. Therefore, it may extend the potential applications of cyclodextrin-based supramolecular polymers in green chemical synthesis.

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