4.4 Article

Efficient Continuous-Flow H-D Exchange Reaction of Aromatic Nuclei in D2O/2-PrOH Mixed Solvent in a Catalyst Cartridge Packed with Platinum on Carbon Beads

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 94, Issue 2, Pages 600-605

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20200325

Keywords

Continuous-flow deuteration; H-D exchange reaction; Platinum on carbon beads

Funding

  1. Japan Society for the Promotion Science (JSPS) [19J22469]
  2. New Energy and Industrial Technology Development Organization (NEDO) [P19004]
  3. Grants-in-Aid for Scientific Research [19J22469] Funding Source: KAKEN

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A continuous-flow deuteration methodology for various aromatic compounds is developed based on heterogeneous platinum-catalyzed hydrogen-deuterium exchange. The use of Pt/CB as catalyst support allows for continuous operation for at least 24 hours without significant deterioration of catalyst activity. Deuteration of substrate solutions through the Pt/CB layer in the cartridge packed with Pt/CB can be completed within 60 seconds.
Herein, a continuous-flow deuteration methodology for various aromatic compounds is developed based on heterogeneous platinum-catalyzed hydrogen-deuterium exchange. The reaction entails the transfer of a substrate dissolved in a mixed solvent of 2-propanol and deuterium oxide into a catalyst cartridge packed with platinum on carbon beads (Pt/CB). Pt/CB could be continuously used without significant deterioration of catalyst activity for at least 24 h. Deuteration proceeded within 60s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.

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