Covalently immobilized indium(III) composite (In/SiO2) as highly efficient reusable catalyst for A3-coupling of aldehydes, alkynes and amines under solvent-free conditions

被引:15
作者
da Silva, Tiago Lima [1 ]
Rambo, Raoni Scheibler [1 ]
Rampon, Daniel da Silveira [1 ]
Radatz, Catia Schwartz [2 ]
Benvenutti, Edilson Valmir [1 ]
Russowsky, Dennis [1 ]
Schneider, Paulo Henrique [1 ]
机构
[1] Univ Fed Rio Grande do Sul, Inst Chem, BR-91501970 Porto Alegre, RS, Brazil
[2] Univ Fed Pelotas UFPel, Inst Quim & Geociencias, BR-96010900 Pelotas, RS, Brazil
关键词
Indium; Supported catalyst; Silica xerogel; Multicomponent reaction; Propargylamines; ONE-POT SYNTHESIS; C-H ACTIVATION; RAY PHOTOELECTRON-SPECTROSCOPY; 3-COMPONENT COUPLING REACTION; MICROWAVE-ASSISTED SYNTHESIS; TERMINAL ALKYNES; SILICA-GEL; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; RECYCLABLE CATALYST;
D O I
10.1016/j.molcata.2015.01.021
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We describe the synthesis and application of a silica-xerogel-supported indium(III) composite (In/SiO2). Using X-ray photoelectron spectroscopy, by the first time it was possible to identify that the indium is bonded to the silica through covalent In-O-Si bonds. The N-2 adsorption/desorption isotherms revealed that the In/SiO2 composite presents pores with diameters between 1 and 4 nm, which allows it to be used as a heterogeneous catalyst. Thus, this composite was used as catalyst in an A(3)-coupling reaction with several aldehydes, amines and acetylenes, leading to the formation of propargylamines in good-to-excellent yields in solvent-free conditions, using both conventional heating and microwave irradiation (MW). The recyclability was evaluated under both conditions and no considerable reduction in the yields was observed after four cycles. (c) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:71 / 78
页数:8
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