1,2-Palladasilacyclobutene: The Missing Link in the Pd-Catalyzed Annulation of Alkynes for the Silirene-to-Silole Transformation - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Inorganic Chemistry Année : 2023

1,2-Palladasilacyclobutene: The Missing Link in the Pd-Catalyzed Annulation of Alkynes for the Silirene-to-Silole Transformation

Résumé

The palladium-catalyzed annulation reaction of alkynes enables an attractive approach to siloles. Their access from silirenes and terminal alkynes proved rather general, involving reactive intermediates that have remained elusive to date. Starting from 1,2-bis(3-thienyl)silirene as a source of photochromic siloles, the mechanism of the annulation reaction has been revisited, and palladasilacyclobutenes resulting from the activation of the silirene could be isolated and thoroughly characterized (NMR, X-ray, and DFT). Their role as reactive intermediates and their fate in the course of the reaction were also studied in situ. In combination with indepth DFT calculations, a clearer picture of the mechanism and the reactive key species is disclosed.

Domaines

Chimie
Fichier principal
Vignette du fichier
proof-AG.pdf (3.55 Mo) Télécharger le fichier
Origine : Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-04115375 , version 1 (16-11-2023)

Identifiants

Citer

Marc Devillard, Chiara Dinoi, Iker Del rosal, Clément Orione, Marie Cordier, et al.. 1,2-Palladasilacyclobutene: The Missing Link in the Pd-Catalyzed Annulation of Alkynes for the Silirene-to-Silole Transformation. Inorganic Chemistry, 2023, 62 (19), pp.7250-7263. ⟨10.1021/acs.inorgchem.3c00045⟩. ⟨hal-04115375⟩
34 Consultations
22 Téléchargements

Altmetric

Partager

Gmail Facebook X LinkedIn More