氘
化学
动力学同位素效应
电化学
循环伏安法
调解人
催化作用
三苯基膦
分子
三苯基氧化膦
氧化物
同位素
组合化学
光化学
有机化学
物理化学
电极
物理
量子力学
医学
内科学
作者
Keming Yang,Tian Feng,Youai Qiu
标识
DOI:10.1002/anie.202312803
摘要
Abstract Despite widespread use of the deuterium isotope effect, selective deuterium labeling of chemical molecules remains a major challenge. Herein, a facile and general electrochemically driven, organic mediator enabled deuteration of styrenes with deuterium oxide (D 2 O) as the economical deuterium source was reported. Importantly, this transformation could be suitable for various electron rich styrenes mediated by triphenylphosphine (TPP). The reaction proceeded under mild conditions without transition‐metal catalysts, affording the desired products in good yields with excellent D‐incorporation (D‐inc, up to >99 %). Mechanistic investigations by means of isotope labeling experiments and cyclic voltammetry tests provided sufficient support for this transformation. Notably, this method proved to be a powerful tool for late‐stage deuteration of biorelevant compounds.
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