H/D exchange at aromatic and heteroaromatic hydrocarbons using D 2O as the deuterium source and ruthenium dihydrogen complexes as the catalyst

Martin H G Prechtl, Markus Hölscher, Yehoshoa Ben-David, Nils Theyssen, Rebekka Loschen, David Milstein, Walter Leitner

Research output: Contribution to journalArticle

97 Citations (Scopus)

Abstract

Getting heavy: At temperatures as low as 50°C, D2O can serve as a cheap and readily available deuterium source for the efficient deuteration of aromatic and heteroaromatic substrates if nonclassical ruthenium hydride complexes are used as catalysts (see scheme). DFT calculations support a catalytic cycle comprising σ-bond metathesis as the key step for the exchange processes. (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)2269-2272
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number13
DOIs
Publication statusPublished - 2007

Fingerprint

Aromatic Hydrocarbons
Ruthenium
Deuterium
Catalyst supports
Discrete Fourier transforms
Hydrides
Hydrocarbons
Catalysts
Substrates
Temperature

Keywords

  • C-H activation
  • Density functional calculations
  • H/D exchange
  • Homogeneous catalysis
  • Ruthenium

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

H/D exchange at aromatic and heteroaromatic hydrocarbons using D 2O as the deuterium source and ruthenium dihydrogen complexes as the catalyst. / Prechtl, Martin H G; Hölscher, Markus; Ben-David, Yehoshoa; Theyssen, Nils; Loschen, Rebekka; Milstein, David; Leitner, Walter.

In: Angewandte Chemie - International Edition, Vol. 46, No. 13, 2007, p. 2269-2272.

Research output: Contribution to journalArticle

Prechtl, Martin H G ; Hölscher, Markus ; Ben-David, Yehoshoa ; Theyssen, Nils ; Loschen, Rebekka ; Milstein, David ; Leitner, Walter. / H/D exchange at aromatic and heteroaromatic hydrocarbons using D 2O as the deuterium source and ruthenium dihydrogen complexes as the catalyst. In: Angewandte Chemie - International Edition. 2007 ; Vol. 46, No. 13. pp. 2269-2272.
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