Facile and Convenient Method of Deuterium Gas Generation Using a Pd/C-Catalyzed H2–D2 Exchange Reaction and Its Application to Synthesis of Deuterium-Labeled Compounds
✍ Scribed by Takanori Kurita; Fumiyo Aoki; Takuto Mizumoto; Toshihide Maejima; Hiroyoshi Esaki; Tomohiro Maegawa; Yasunari Monguchi; Hironao Sajiki
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 389 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0947-6539
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✦ Synopsis
Abstract
The Pd/C‐catalyzed H~2~–D~2~ exchange reaction using a H~2~–D~2~O combination provided a general, efficient and environmentally friendly route for the preparation of deuterium gas (D~2~). H~2~ sealed in a reaction flask was converted into nearly pure D~2~, which could be used for the Pd/C‐catalyzed one‐pot reductive deuteration of various reducible functionalities and the chemoselective one‐pot deuterogenation of olefin and acetylene. Additionally, we established the capturing method of the generated D~2~ in a balloon, which was successfully applied to the Pd/C‐catalyzed reductive mono‐N‐alkylation of a primary amine using nitrile as the alkylating reagent.