Structure-activity relationship between some novel silica supported palladium catalysts: a study of the Suzuki reaction

Structure-activity relationship between some novel silica supported palladium catalysts: a study of the Suzuki reaction
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一些新型二氧化硅负载钯催化剂之间的构效关系:铃木反应的研究

DOI:
10.1016/j.molcata.2003.12.034
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发表时间:
2004
影响因子:
--
通讯作者:
J. Clark
J. Clark
中科院分区:
化学2区
文献类型:
--
作者:
S. Paul;J. Clark

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本文通过以下反应制备了一系列具有N-N、N-S和N-O螯合配体的新型硅胶负载钯催化剂:(a)由活性硅胶和3-氨丙基硅胶合成3-氨丙基硅胶(三甲氧基)硅烷;(B)由3-氨丙基二氧化硅和2-乙酰基吡啶、2-吡啶甲醛、2-噻吩甲醛、2-呋喃甲醛、2-乙酰基呋喃、2-羟基苯乙酮合成席夫碱,2-氨基苯乙酮和2-吡咯甲醛;(c)席夫碱与乙酸钯反应,得到二氧化硅负载的钯催化剂。采用STA、BET、DRIFT和XPS等手段对催化剂进行了表征。以Suzuki反应为例,利用X射线光电子能谱(XPS)研究了不同螯合原子的负载型钯催化剂的结构与活性的关系。与乙酸钯相比,对钯具有较低结合能的催化剂比具有较高结合能的催化剂更有活性。以无水碳酸钾为碱,邻二甲苯为溶剂,溴苯与苯硼酸进行Suzuki反应,根据反应速率常数比较了催化剂的活性。
A series of novel silica supported palladium catalysts bearing N–N, N–S and N–O chelating ligands have been prepared by the following reactions—(a) synthesis of 3-aminopropylsilica from activated silica and 3-aminopropyl(trimethoxy)silane; (b) synthesis of Schiff-bases from 3-aminopropylsilica and 2-acetylpyridine, 2-pyridinecarboxaldehyde, 2-thiophenecarboxaldehyde, 2-furancarboxaldehyde, 2-acetylfuran, 2-hydroxyacetopheneone, 2-aminoacetopheneone and 2-pyrrolecarboxaldehyde; (c) reaction of Schiff-bases with palladium acetate to obtain silica supported palladium catalysts. The catalysts were characterized by STA, BET, DRIFT and X-ray photoelectron spectroscopy (XPS). X-ray photoelectron spectroscopy has been found to be a useful tool for establishing the structure-activity relationship between supported palladium catalysts with different chelating atoms using Suzuki reaction as an example. The catalysts with lower binding energy for palladium in comparison to palladium acetate are more active than those with higher binding energies. The activity of the catalysts was compared on the basis of rate constants in the Suzuki reaction between bromobenzene and benzeneboronic acid using anhydrous potassium carbonate as base and o-xylene as solvent.
DOI: 10.1016/s0040-4039(03)00220-x
发表时间: 2003-03
影响因子: 1.8
作者:
Yoichi M. A. Yamada;K. Takeda;Hideyo Takahashi;S. Ikegami
通讯作者: Yoichi M. A. Yamada;K. Takeda;Hideyo Takahashi;S. Ikegami