Continuous-flow catalytic deuterodehalogenation carried out in propylene carbonate

György Orsy, F. Fülöp, I. Mándity

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

A selective continuous-flow (CF) deuterodehalogenation approach is described performed in propylene carbonate, which is considered as one of the greenest solvents. Various CF technologies are known for hydrodehalogenation reactions; however, they are not directly transferable for deuteration transformations. A novel spherical activated carbon-supported palladium catalyst has been found to be useful for the catalytic deuterodehalogenation of haloarenes. After careful reaction parameter optimization, complete conversion was achieved for bromine- and chlorine-substituted haloarenes. Nonetheless, no deuterium exchange was observed for the fluorine substituent, while iodine-substituted compounds poisoned the catalyst. Importantly, deuterated compounds were obtained with a rate of 3 mg min -1 and the catalyst showed reasonable reusability. Moreover, benzylic amides were also deuterated without any debenzylation side-reaction.

Original languageEnglish
Pages (from-to)956-961
Number of pages6
JournalGreen Chemistry
Volume21
Issue number5
DOIs
Publication statusPublished - Jan 1 2019

Fingerprint

Propylene
Carbonates
catalyst
carbonate
Catalysts
Iodine compounds
Bromine
Fluorine
Deuterium
bromine
Chlorine
palladium
Reusability
Palladium
deuterium
fluorine
iodine
Amides
Activated carbon
activated carbon

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

Cite this

Continuous-flow catalytic deuterodehalogenation carried out in propylene carbonate. / Orsy, György; Fülöp, F.; Mándity, I.

In: Green Chemistry, Vol. 21, No. 5, 01.01.2019, p. 956-961.

Research output: Contribution to journalArticle

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