Facile immobilization of copper(I) acetate on silica: A recyclable and reusable heterogeneous catalyst for azide-alkyne clickable cycloaddition reactions

被引：15

作者：

Aflak, Noura ^{[1
]}

Ben El Ayouchia, Hicham ^{[1
,2
]}

Bahsis, Lahoucine ^{[1
]}

Anane, Hafid ^{[1
]}

Laamari, Rachid ^{[1
]}

Pascual-Alvarez, Alejandro ^{[2
]}

Armentano, Donatella ^{[3
]}

Stiriba, Salah-Eddine ^{[1
]}

机构：

[1] Univ Cadi Ayyad, Fac Polydisciplinaire Safi, LCAM, Safi, Morocco

[2] Univ Valencia, Inst Ciencia Mol ICMol, C Catedrat Jose Beltran 2, Valencia 46980, Spain

[3] Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Arcavacata Di Rende, Cosenza, Italy

来源：

POLYHEDRON | 2019年 / 170卷

关键词：

Copper(I) acetate; Silica gel; Immobilization; Heterogeneous catalysis; Click chemistry; 3+2] cycloaddition; Conceptual DFT; 1,3-DIPOLAR CYCLOADDITION; CHEMISTRY; REACTIVITY; INDEX;

D O I：

10.1016/j.poly.2019.06.030

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The structurally well-defined copper(I) acetate was immobilized on silica gel via electrostatic interactions. The catalytic activity of the immobilized catalyst Cu(l)-SiO2 was examined in the click synthesis of 1,2,3-triazoles in water/ethanol at room temperature. The catalyst showed high catalytic activity and regioselectivity for the Huisgen [3+2] cycloaddition reaction between terminal alkynes and azides. The catalyst was recovered by simple filtration and reused for up to five times. The analysis of the local electrophilicity/nucleophilicity has been performed on the dinuclear copper-acetylide complex intermediate. Conceptual DFT (CDFT) analysis enabled the explanation of the formation of 1,2,3-triazole in a regioselective manner. FT-IR, XRPD, SEM and ICP techniques were used to characterize the immobilized catalyst. (C) 2019 Elsevier Ltd. All rights reserved.

引用

页码：630 / 638

页数：9

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