NHC-Stabilized Iridium Nanoparticles as Catalysts in Hydrogen Isotope Exchange Reactions of Anilines

Mégane Valero (1) , Donia Bouzouita (2) , Alberto Palazzolo (3) , Jens Atzrodt (1) , Christophe Dugave (3) , Simon Tricard (2) , Sophie Feuillastre (3) , Grégory Pieters (3) , Bruno Chaudret (2) , Volker Derdau (1)

1 Sanofi-Aventis Deutschland GmbH
2 LPCNO - Laboratoire de physique et chimie des nano-objets
3 SCBM - Service de Chimie Bio-Organique et de Marquage

The preparation of N-heterocyclic carbene-stabilized iridium nanoparticles and their application in hydrogen isotope exchange reactions is reported. These air-stable and easy-to-handle iridium nanoparticles showed a unique catalytic activity, allowing selective and efficient hydrogen isotope incorporation on anilines using D-2 or T-2 as isotopic source. The usefulness of this transformation has been demonstrated by the deuterium and tritium labeling of diverse complex pharmaceuticals.

Keywords: C-H activation; C-H functionalization; heterogeneous catalysis; hydrogen isotope exchange; iridium nanoparticles

Domains: Chemical Sciences

Mégane Valero, Donia Bouzouita, Alberto Palazzolo, Jens Atzrodt, Christophe Dugave, et al.. NHC-Stabilized Iridium Nanoparticles as Catalysts in Hydrogen Isotope Exchange Reactions of Anilines. Angewandte Chemie International Edition, 2020, 59 (9), pp.3517-3522. ⟨10.1002/anie.201914369⟩. ⟨cea-02490702⟩