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H-D exchange reaction taking advantage of the synergistic effect of heterogeneous palladium and platinum mixed catalyst.

  作者 Ito, Nobuhiro;Watahiki, Tsutomu;Maesawa, Tsuneaki;Maegawa, Tomohiro;Sajiki, Hironao;  
  选自 期刊  Synthesis;  卷期  2008年-9;  页码  1467-1478  
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[摘要]An effective deuteration method for alkyl-substituted arom. compds. using a heterogeneous Pd/C and Pt/C mixed catalyst in deuterium oxide in the presence of a small amt. of hydrogen gas was developed. Mixing a heterogeneous palladium and platinum catalyst provides an interesting synergistic effect in the H-D exchange reaction and leads to full H-D exchange results even on sterically hindered sites, which indicated only low-deuterium efficiencies when either Pd/C or Pt/C were used independently as a catalyst. The synergistic effect was investigated using a variety of substrates and proved the broad generality of the heterogeneous Pd-Pt-D2O-H2 system in the H-D exchange reaction. Furthermore, this system could be applied to a multigram scale synthesis of useful deuterium-labeled compds., such as deuterium-labeled bis-aniline derivs. as raw materials for polyimides, aryl iodides as synthetic building blocks, and biol. active compds.

 
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