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Iron-Catalyzed C(sp3)–H Alkylation through Ligand-to-Metal Charge Transfer
Synlett ( IF 1.7 ) Pub Date : 2021-08-09 , DOI: 10.1055/s-0040-1720388
Tomislav Rovis , Yi Cheng Kang , Sean M. Treacy

We report the FeCl3-catalyzed alkylation of nonactivated C(sp3)–H bonds. Photoinduced ligand-to-metal charge transfer at the iron center generates chlorine radicals that then preferentially abstract hydrogen atoms from electron-rich C(sp3)–H bonds distal to electron-withdrawing functional groups. The resultant alkyl radicals are trapped by electron-deficient olefins, and the catalytic cycle is closed by Fe(II) recombination and protodemetalation.



中文翻译:

通过配体到金属电荷转移的铁催化 C(sp3)–H 烷基化

我们报告了 FeCl 3催化的未活化 C(sp 3 )-H 键的烷基化。铁中心的光诱导配体到金属的电荷转移会产生氯自由基,然后优先从吸电子官能团远端的富电子 C(sp 3 )-H 键中提取氢原子。生成的烷基自由基被缺电子烯烃捕获,催化循环通过 Fe(II) 重组和原脱金属作用关闭。

更新日期:2021-08-10
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