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有机-无机杂化材料负载的钯催化剂: 一种新型有效而可循环的无铜Sonogashira偶联反应
引用本文:张丽园,王磊.有机-无机杂化材料负载的钯催化剂: 一种新型有效而可循环的无铜Sonogashira偶联反应[J].中国化学,2008,26(9):1601-1606.
作者姓名:张丽园  王磊
作者单位:淮北煤炭师范学院化学系, 安徽淮北 235000
摘    要:本文报道了有机-无机杂化材料固载的钯催化的无铜Sonogashira偶联反应。在3-N,N-双(二苯基膦)氨基)]丙基功能化的硅胶固载的钯催化下,末端炔烃和碘代芳烃、溴代芳烃的偶联反应生成高产率相应的偶联产物。反应条件包括使用乙二醇为溶剂,三乙胺为碱。而且硅胶负载的膦钯催化剂和溶剂乙二醇经简单处理,可循环使用6次不降低活性。

关 键 词:Sonogashira  偶联反应    负载钯催化剂    有机无机杂化材料    无铜    多相催化剂
收稿时间:2008-1-30
修稿时间:2008-3-31

Immobilized Palladium on Organic‐inorganic Hybrid Materials: A Novel and Reusable Catalyst for the Copper‐Free Sonogashira Coupling Reaction
Li‐Yuan ZHANG,Lei WANG.Immobilized Palladium on Organic‐inorganic Hybrid Materials: A Novel and Reusable Catalyst for the Copper‐Free Sonogashira Coupling Reaction[J].Chinese Journal of Chemistry,2008,26(9):1601-1606.
Authors:Li‐Yuan ZHANG  Lei WANG
Institution:1. Department of Chemistry, Huaibei Coal Teacher College, Huaibei, Anhui 235000, China;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;3. Tel.: 0086‐0561‐3802069;4. Fax: 0086‐0561‐3090518
Abstract:The immobilized palladium on organic‐inorganic hybrid materials catalyzing the copper‐free Sonogashira coupling reaction has been described. Terminal alkynes were reacted with aryl iodides and aryl bromides in the presence of 3‐N,N‐bis(diphenylphosphino)amino]propyl functionalized silica gel immobilized palladium catalyst. The protocol involved the use of ethylene glycol as a solvent, and triethylamine as a base. The reactions generated the corresponding cross‐coupling products in excellent yields. Furthermore, the silica‐supported phosphine palladium complexes and ethylene glycol could be recovered and recycled for six consecutive trials without significant loss of their activity.
Keywords:Sonogashira coupling reaction  immobilized palladium  organic‐inorganic hybrid material  copper‐free  heterogeneous catalyst
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