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.
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.
Kurita
Takanori
T
Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, Mitahora-higashi 5-6-1, Gifu, Japan.
Aoki
Fumiyo
F
Mizumoto
Takuto
T
Maejima
Toshihide
T
Esaki
Hiroyoshi
H
Maegawa
Tomohiro
T
Monguchi
Yasunari
Y
Sajiki
Hironao
H
D002244:Carbon / Q000737:chemistry*; D003903:Deuterium / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D010165:Palladium; D002244:Carbon; D006859:Hydrogen; D003903:Deuterium