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Title: | C1-alkynylation of tetrahydroisoquinoline by A³ reaction using metal-organic framework Cu₂(BPDC)₂(BPY) as an efficient heterogeneous catalyst |
Authors: | Đặng, Huỳnh Giao Le, Thanh Dung Trương, Vũ Thanh Phan, Thanh Son Nam |
Keywords: | Metal-organic framework Tetrahydroisoquinoline Alkynylation A³ reaction Heterogeneous catalyst |
Issue Date: | 2015 |
Series/Report no.: | Journal of Molecular Catalysis A: Chemical;400 .- p.162-169 |
Abstract: | A metal-organic framework Cu₂(BPDC)₂(BPY) was synthesized and used as a heterogeneous catalyst for the copper-catalyzed A³ reaction of tetrahydroisoquinoline, aldehydes, and alkynes to form C1-alkynylated tetrahydroisoquinolines. High regioselectivity to the endo-yneproduct was achieved, with more than 99% of 2-benzyl-1-(phenylethynyl)-1,2,3,4-tetrahydroisoquinoline and less than 1% of 2-(1,3-diphenylprop-2-ynyl)-1,2,3,4-tetrahydroisoquinoline being observed in the product mixture. The Cu₂(BPDC)₂(BPY) also exhibited higher catalytic activity for the transformation than that of other Cu-MOFs such as Cu(BDC), Cu₂(BDC)₂(BPY), Cu₂(EDB)₂(BPY), Cu₃(BTC)₂ and Cu₂(BDC)₂(DABCO). No product was detected for the reaction using other MOFs including Mn(BDC), Co-MOF-74, Zn-IRMOF-61, and Ni₂(BDC)₂(DABCO). The Cu₂(BPDC)₂(BPY) catalyst could be recovered and reused several times without a significant degradation in catalytic activity. |
URI: | http://dspace.ctu.edu.vn/jspui/handle/123456789/4866 |
Appears in Collections: | Tạp chí quốc tế |
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