Cyclopalladation in the Periphery of a NHC Ligand as the Crucial Step in the Synthesis of Highly Active Suzuki-Miyaura Cross-Coupling Catalysts.

Cyclopalladation in the Periphery of a NHC Ligand as the Crucial Step in the Synthesis of Highly Active Suzuki-Miyaura Cross-Coupling Catalysts.
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NHC 配体外围的环钯化是合成高活性铃木-宫浦交叉偶联催化剂的关键步骤。

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发表时间:
2017
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影响因子:
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通讯作者:
W. Thiel
W. Thiel
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作者:
Agnes Fizia;Maximilian Gaffga;J. Lang;Yu Sun;G. Niedner‐Schatteburg;W. Thiel

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从2,4-二氯嘧啶开始,4-(2-二烷基氨基)嘧啶基官能化的均三甲苯基咪唑鎓氯化物可在五步反应序列中获得。通过与相应的NHC-AgCl配合物的金属转移反应,得到了C,N配位的钯(II)配合物。二氯化钯与咪唑鎓盐在吡啶中和在K2 CO 3存在下的处理得到环化的和因此C,C-配位的化合物。所有这些化合物的反应活性进行了详细的研究,以及它们在催化Suzuki-Miyaura交叉偶联反应的性能。结果表明,C,C-配位衍生物在芳基硼酸与芳基氯的偶联中表现出高的催化活性,这与普遍接受的底物活化机理的想法是一致的。
Starting from 2,4-dichloropyrimidine, 4-(2-dialkylamino)pyrimidinyl functionalized mesitylimidazolium chlorides are accessible in a five-step reaction sequence. Two routes leading to palladium NHC complexes derived from these ligands have been worked out: By transmetalation with the corresponding NHC-AgCl complexes, C,N-coordinated palladium(II) complexes can be obtained. Treatment of palladium dichloride with the imidazolium salts in pyridine and in the presence of K2 CO3 gives cyclometalated and thus C,C-coordinated compounds. The reactivities of all these compounds were investigated in detail as well as their performance in the catalytic Suzuki-Miyaura cross-coupling reaction. It turned out that the C,C-coordinated derivatives exhibit high catalytic activities in the coupling of arylboronic acids with aryl chlorides, which is consistent with the generally accepted mechanistic ideas on substrate activation.
第一个放射性标记 188Re N-杂环卡宾配合物的合成及其在放射性药物应用中的潜在用途的初步研究。
DOI: 10.1002/jlcr.3203
发表时间: 2014
影响因子: 1.8
作者:
Wagner,Thomas;Zeglis,BrianM;Groveman,Sam;Hille,Claudia;Pöthig,Alexander;Francesconi,LynnC;Herrmann,WolfgangA;Kühn,FritzE;Reiner,Thomas
通讯作者: Reiner,Thomas