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介孔有机硅负载糠醛功能化铜催化芳基碘和硫酚的 C-S 偶联反应。

Facile C-S coupling reaction of aryl iodide and thiophenol catalyzed by Cu-grafted furfural functionalized mesoporous organosilica.

机构信息

Department of Materials Science, Indian Association for the Cultivation of Science, Jadavpur 700 032, India.

出版信息

Dalton Trans. 2011 May 21;40(19):5228-35. doi: 10.1039/c0dt01771j. Epub 2011 Apr 4.

DOI:10.1039/c0dt01771j
PMID:21461432
Abstract

A new functionalized mesoporous organosilica has been designed via Schiff-base condensation of furfural and 3-aminopropyltriethoxy-silane (APTES) followed by its hydrothermal co-condensation with tetraethylorthosilicate (TEOS) in the presence of a cationic surfactant CTAB. Subsequent reaction of this mesoporous organosilica with Cu(OAc)(2) in absolute ethanol leads to the formation of a new Cu(II)-grafted mesoporous organosilica catalyst 1. Powder XRD, HR TEM, FE SEM, N(2) sorption and FT IR spectroscopic tools are used to characterize the materials. This Cu-anchored mesoporous material acts as an efficient, reusable catalyst in the aryl-sulfur coupling reaction between aryl iodide and thiophenol for the synthesis of value added diarylsulfides.

摘要

一种新型的功能化介孔有机硅通过糠醛和 3-氨丙基三乙氧基硅烷(APTES)的席夫碱缩合反应设计而成,然后在阳离子表面活性剂 CTAB 的存在下与正硅酸乙酯(TEOS)进行水热共缩合。随后,将这种介孔有机硅与 Cu(OAc)(2)在无水乙醇中反应,生成一种新型的 Cu(II)接枝介孔有机硅催化剂 1。采用粉末 XRD、高分辨率透射电子显微镜(HR TEM)、场发射扫描电子显微镜(FE SEM)、N2 吸附和傅里叶变换红外光谱(FT IR)等手段对材料进行了表征。这种 Cu 锚定的介孔材料在芳基碘化物和硫酚之间的芳基-硫偶联反应中作为一种高效、可重复使用的催化剂,用于合成有价值的二芳基硫醚。

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