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Cobalt-catalyzed C-H bond functionalizations with aryl and alkyl chlorides

机译:芳基和烷基氯的钴催化的C-H键官能化

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摘要

Inexpensive cobalt catalysts derived from N-heterocylic carbenes (NHC) allowed efficient catalytic C-H bond arylations on heteroaryl-substituted arenes with widely available aryl chlorides, which set the stage for the preparation of sterically hindered tri-ortho-substituted biaryls. Likewise, challenging direct alkylations with β-hydrogen-containing primary and even secondary alkyl chlorides proceeded on pyridyl- and pyrimidyl-substituted arenes and heteroarenes. The cobalt-catalyzed C-H bond functionalizations occurred efficiently at ambient reaction temperature with excellent levels of site-selectivities and ample scope. Mechanistic studies highlighted that electron-deficient aryl chlorides reacted preferentially, while the arenes kinetic C-H bond acidity was found to largely govern their reactivity.
机译:廉价的衍生自N-杂环卡宾(NHC)的钴催化剂可在杂芳基取代的芳烃上与广泛可用的芳基氯化物进行有效的催化C-H键芳基化反应,这为制备空间受阻的三邻位取代的联芳基奠定了基础。同样,在吡啶基和嘧啶基取代的芳烃和杂芳烃上,进行了含β-氢的伯烷基氯或仲烷基氯的直接烷基化反应。钴催化的C-H键官能化反应在环境反应温度下有效地发生,具有出色的位点选择性和足够的范围。机理研究表明,缺电子的芳基氯化物会优先发生反应,而芳烃的动力学C-H键酸度在很大程度上决定了它们的反应性。

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