Deuterium labeled compounds have widely been used in a variety of scientific fields, such as analysis of drug metabolism, investigation of chemical reaction mechanisms and so on. The hydrogen-deuterium (H-D) exchange reaction, which is a catalytic substitution of hydrogen atoms on organic molecules with deuteriums using deuterium sources such as D2 or D2O, is a straightforward method to prepare the deuterium labeled compounds. However, conventional methods require the use of expensive D2 gas, high temperature and/or pressure, or strongly basic conditions and so on. To overcome such drawbacks, we have recently established the H-D exchange reaction using Pd/C in D2O under H2 atmosphere, which can easily access various multi-deuterated aromatic compounds, ketones and alcohols. Inspired by these discoveries, we examined the H-D exchange reaction of simple alkanes possessing no functionalities based upon the C-H activation. As a result, it was found that Rh/C could efficiently catalyze the multi-deuteration of inactive alkanes under nearly atmospheric conditions. Additionally, we also developed a unique and regioselective deuteration method at the α-position of alcohols using Ru/C-H2-D2O combination.
雑誌書誌ID
AA1258935X
雑誌名
岐阜薬科大学紀要
雑誌名(英)
The annual proceedings of Gifu Pharmaceutical University
不均一系白金族触媒を用いた高効率的H–D交換反応に関する研究
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不均一系白金族触媒を用いた高効率的H–D交換反応に関する研究
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