Efficient continuous-flow HD exchange reaction of aromatic nuclei in D2O/2-PrOH mixed solvent in a catalyst cartridge packed with platinum on carbon beads

Kwihwan Park; Naoya Ito; Tsuyoshi Yamada; Hironao Sajiki

doi:10.1246/BCSJ.20200325

Efficient continuous-flow HD exchange reaction of aromatic nuclei in D₂O/2-PrOH mixed solvent in a catalyst cartridge packed with platinum on carbon beads

Kwihwan Park, Naoya Ito, Tsuyoshi Yamada, Hironao Sajiki^*

^*Corresponding author for this work

Synthetic and Medicinal Chemistry

Research output: Contribution to journal › Article › peer-review

17 Scopus citations

Abstract

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 60 s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.

Original language	English
Pages (from-to)	600-605
Number of pages	6
Journal	Bulletin of the Chemical Society of Japan
Volume	94
Issue number	2
DOIs	https://doi.org/10.1246/BCSJ.20200325
State	Published - 2021

Keywords

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

ASJC Scopus subject areas

General Chemistry

Access to Document

10.1246/BCSJ.20200325

Cite this

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title = "Efficient continuous-flow HD exchange reaction of aromatic nuclei in D2O/2-PrOH mixed solvent in a catalyst cartridge packed with platinum on carbon beads",

abstract = "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 60 s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.",

keywords = "Continuous-flow deuteration j H–D exchange reaction j Platinum on carbon beads",

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year = "2021",

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T1 - Efficient continuous-flow HD exchange reaction of aromatic nuclei in D2O/2-PrOH mixed solvent in a catalyst cartridge packed with platinum on carbon beads

AU - Park, Kwihwan

AU - Ito, Naoya

AU - Yamada, Tsuyoshi

AU - Sajiki, Hironao

PY - 2021

Y1 - 2021

N2 - 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 60 s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.

AB - 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 60 s of the substrate solutions being passed through the Pt/CB layer in the Pt/CB-packed cartridge.

KW - Continuous-flow deuteration j H–D exchange reaction j Platinum on carbon beads

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DO - 10.1246/BCSJ.20200325

M3 - 学術論文

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SN - 0009-2673

VL - 94

SP - 600

EP - 605

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

IS - 2

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