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

doi:10.1002/anie.200603677

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

Weizmann Institute of Science, Israel

Research output: Contribution to journal › Article

104 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 language	English
Pages (from-to)	2269-2272
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	46
Issue number	13
DOIs	https://doi.org/10.1002/anie.200603677
Publication status	Published - Jun 29 2007

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Keywords

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

ASJC Scopus subject areas

Catalysis
Chemistry(all)

Cite this

Prechtl, M. H. G., Hölscher, M., Ben-David, Y., Theyssen, N., Loschen, R., Milstein, D., & Leitner, W. (2007). H/D exchange at aromatic and heteroaromatic hydrocarbons using D ₂O as the deuterium source and ruthenium dihydrogen complexes as the catalyst. Angewandte Chemie - International Edition, 46(13), 2269-2272. https://doi.org/10.1002/anie.200603677

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, 29.06.2007, p. 2269-2272.

Research output: Contribution to journal › Article

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Access to Document

10.1002/anie.200603677