H/D Exchange at Aromatic and Heteroaromatic Hydrocarbons Using D2O as the Deuterium Source and Ruthenium Dihydrogen Complexes as the Catalyst

Authors


  • This work was supported by the Max-Planck-Society, the Fonds der Chemischen Industrie, and the German-Israeli Project Cooperation (DIP). R. J. Mynott, R. Ettl, C. Wirtz, W. Wisniewski, and M. Stachelhaus from the Spectroscopic Department of the Max-Planck-Institut for Coal Research are acknowledged for the NMR experiments.

Abstract

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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.

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