激进的
苯并咪唑
化学
离域电子
电化学
密度泛函理论
组合化学
氮气
光化学
有机化学
计算化学
电极
物理化学
作者
Shide Lv,Xiao-Xin Han,Jianyong Wang,Mingyang Zhou,Yanwei Wu,Li Ma,Liwei Niu,Wei Gao,Jianhua Zhou,Wei Hu,Yue‐Zhi Cui,Jianbin Chen
标识
DOI:10.1002/anie.202001510
摘要
Abstract Herein, an environmentally friendly electrochemical approach is reported that takes advantage of the captodative effect and delocalization effect to generate nitrogen‐centered radicals (NCRs). By changing the reaction parameters of the electrode material and feedstock solubility, dearomatization enabled a selective dehydrogenative C−N versus N−N bond formation reaction. Hence, pyrido[1,2‐ a ]benzimidazole and tetraarylhydrazine frameworks were prepared through a sustainable transition‐metal‐ and exogenous oxidant‐free strategy with broad generality. Bioactivity assays demonstrated that pyrido[1,2‐ a ]benzimidazoles displayed antimicrobial activity and cytotoxicity against human cancer cells. Compound 21 exhibited good photochemical properties with a large Stokes shift (approximately 130 nm) and was successfully applied to subcellular imaging. A preliminary mechanism investigation and density functional theory (DFT) calculations revealed the possible reaction pathway.
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