Enantiospecific C-H activation using ruthenium nanocatalysts

Céline Taglang (1) , Luis Miguel Martinez-Pietro (2, 3) , Iker Del rosal (2) , Laurent Maron (2) , Romuald Poteau (2) , Karine Philippot (3) , Bruno Chaudret (2) , Serge Perato (1) , Anais Sam lone (1) , Céline Puente (1) , Christophe Dugave (1) , Bernard Rousseau (1) , Grégory Pieters (1)

1 CEA - Commissariat à l'énergie atomique et aux énergies alternatives
2 LPCNO - Laboratoire de physique et chimie des nano-objets
3 LCC - Laboratoire de chimie de coordination

The activation of C-H bonds has revolutionized modern synthetic chemistry. However, no general strategy for enantiospecific C-H activation has been developed to date. We herein report an enantiospecific C-H activation reaction followed by deuterium incorporation at stereogenic centers. Mechanistic studies suggest that the selectivity for the α-position of the directing heteroatom results from a four-membered dimetallacycle as the key intermediate. This work paves the way to novel molecular chemistry on nanoparticles.

Mots clés: Ab initio calculations; C-H activation; Deuterium; Isotopic labeling; Nanoparticles

Domaines: Chimie de coordination

Céline Taglang, Luis Miguel Martinez-Pietro, Iker Del rosal, Laurent Maron, Romuald Poteau, et al.. Enantiospecific C-H activation using ruthenium nanocatalysts. Angewandte Chemie International Edition, 2015, 54 (36), pp.10474-10477. ⟨10.1002/anie.201504554⟩. ⟨hal-01920824⟩