Chemical Synthesis of [ 2 H]-Ethyl Tosylate and Exploration of Its Crypto-optically Active Character Combining Complementary Spectroscopic Tools

Timothée Naret (1) , Philippe Lesot (2) , Andrew Puente (3) , Prasad Polavarapu (3) , David-Alexandre Buisson (1) , Jeanne Crassous (4) , Grégory Pieters (5, 1, 6) , Sophie Feuillastre (7, 6, 1)

1 SCBM - Service de Chimie Bio-Organique et de Marquage
2 ICMMO - Institut de Chimie Moléculaire et des Matériaux d'Orsay
3 Vanderbilt University [Nashville]
4 ISCR - Institut des Sciences Chimiques de Rennes
5 MTS - Médicaments et Technologies pour la Santé
6 LMT2 - LMT équipe 2
7 CEA - CEA- Saclay

Abstract 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.

Domaines: Chimie

Timothée Naret, Philippe Lesot, Andrew Puente, Prasad Polavarapu, David-Alexandre Buisson, et al.. Chemical Synthesis of [ 2 H]-Ethyl Tosylate and Exploration of Its Crypto-optically Active Character Combining Complementary Spectroscopic Tools. Organic Letters, 2020, 22 (22), pp.8846-8849. ⟨10.1021/acs.orglett.0c03219⟩. ⟨hal-02987518v1⟩