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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Expanded ring diaminocarbene palladium complexes: Synthesis, structure, and Suzuki-Miyaura cross-coupling of heteroaryl chlorides in water
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Expanded ring diaminocarbene palladium complexes: Synthesis, structure, and Suzuki-Miyaura cross-coupling of heteroaryl chlorides in water

机译:膨胀环二氨基碳烯钯配合物:水中杂芳基氯化物的合成,结构和Suzuki-Miyaura交叉偶联

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摘要

A series of new 6- and 7-membered N-heterocyclic carbene (NHC) complexes of palladium (NHC)Pd(cinn)Cl (cinn = cinnamyl = 3-phenylallyl) were synthesized and characterized structurally in the solid state. The influence of ring size (5, 6 or 7) and bulkiness of N-aryl substituents (Mes = 2,4,6-trimethylphenyl, or Dipp = 2,6-diisopropylphenyl) in carbenes on palladium catalysed Suzuki-Miyaura cross-coupling was revealed. Due to the unique stereoelectronic properties of expanded ring NHCs, a versatile, highly efficient green protocol of coupling of heteroaromatic chlorides and bromides with boronic acids has been developed. High quantitative yields of biaryls were achieved with water as solvent, under air, using low catalyst and phase transfer agent loadings, and with mild and environmentally benign base NaHCO_3.
机译:合成了一系列新型的六元和七元钯(NHC)Pd(cinn)Cl(cinn =肉桂基= 3-苯基烯丙基)N-杂环卡宾(NHC)配合物,并在固态下进行了结构表征。卡宾烷中环大小(5、6或7)和N-芳基取代基(Mes = 2,4,6-三甲基苯基,或Dipp = 2,6-二异丙基苯基)的体积对钯催化的Suzuki-Miyaura交叉偶联的影响被揭示。由于扩展环NHC的独特立体电子性质,已开发了一种杂芳族氯化物和溴化物与硼酸偶联的通用,高效的绿色方案。以水为溶剂,在空气中,使用少量催化剂和相转移剂,并使用温和且环境友好的碱NaHCO_3,可以实现高定量的联芳基定量收率。

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