Immobilized Palladium Metal-Containing Ionic Liquid-Catalyzed Alkoxycarbonylation, Phenoxycarbonylation, and Aminocarbonylation Reactions

Immobilized Palladium Metal-Containing Ionic Liquid-Catalyzed Alkoxycarbonylation, Phenoxycarbonylation, and Aminocarbonylation Reactions
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DOI:
10.1021/cs300719r
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发表时间:
2013-03-01
期刊:
影响因子:
12.9
通讯作者:
Bhanage, Bhalchandra M.
Bhanage, Bhalchandra M.
中科院分区:
化学1区
文献类型:
--
作者:
Khedkar, Mayur V.;Sasaki, Takehiko;Bhanage, Bhalchandra M.

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固定化含钯金属离子液体 (ImmPd-IL) 是一种结构明确的过渡金属配合物,可作为固定化、无膦催化剂用于羰基化反应,包括烷氧基羰基化、苯氧基羰基化和氨基羰基化反应。研究了各种反应参数,如溶剂、碱、时间、温度和 CO 压力对使用 ImmPd-IL 催化剂的羰基化反应的影响。优化的方案适用于各种取代的芳基碘化物以及具有不同空间和电子性质的各种醇/酚和胺,并以良好到优异的产率提供了相应的产品。所开发的催化系统避免了膦配体的使用,具有钯催化剂回收和重复使用最多四个连续循环的额外优点。使用 XPS 分析对回收的催化剂进行表征。
Immobilized palladium metal-containing ionic liquid (ImmPd-IL), a structurally well-defined transition metal complex, is explored as an immobilized, phosphine-free catalyst for carbonylation reactions, including alkoxycarbonylation, phenoxycarbonylation, and aminocarbonylation reactions. The effect of various reaction parameters, such as solvent, base, time, temperature, and CO pressure on carbonylation reactions using ImmPd-IL catalyst was investigated. The optimized protocol was applied to a wide variety of substituted aryl iodides and various alcohol/phenols and amines having different steric and electronic properties and afforded the corresponding products in good to excellent yield. The developed catalytic system circumvents the use of phosphine ligands, with an additional advantage of palladium catalyst recovery and reuse for up to four consecutive cycles. The recycled catalyst was characterized using XPS analysis.