C(sp3)−H Arylation Promoted by a Heterogeneous Palladium-N-Heterocyclic Carbene Complex in Batch and Continuous Flow

A heterogeneous reusable palladium(II)-bis(N-heterocyclic carbene) catalyst was prepared and shown to catalyze the intramolecular C(sp3)−H activation/cyclization of N-alkyl-2-bromoanilines furnishing indolines. This new catalytic system was based on a bis-imidazolium ligand immobilized on a spaced cross-linked polystyrene support. The iodide ligands on the catalyst played a central role in the efficiency of the process occurring through a “release and catch” mechanism. The heterogeneous nature of the catalyst was further exploited in the design of a continuous-flow protocol that allowed a more efficient recovery and reuse of the catalyst, as well as a very fast and safe procedure. © 2022 The Authors. ChemSusChem published by Wiley-VCH GmbH.

Authors
Ferlin F.1 , Anastasiou I.1 , Salameh N.1 , Miyakoshi T.2 , Baudoin O.2 , Vaccaro L. 1, 3
Journal
Publisher
Wiley-VCH Verlag
Number of issue
6
Language
English
Status
Published
Number
e202102736
Volume
15
Year
2022
Organizations
  • 1 Laboratory of Green SOC, Dipartimento di Chimica, Biologia e Biotecnologie, Università degli Studi di Perugia, Via Elce di Sotto, 8, Perugia, 06124, Italy
  • 2 Department of Chemistry, University of Basel, St. Johanns-Ring 19, Basel, CH-4056, Switzerland
  • 3 Peoples Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St, Moscow, 117198, Russian Federation
Keywords
C−H activation; flow technologies; heterocycles; heterogeneous catalysis; palladium
Date of creation
06.07.2022
Date of change
06.07.2022
Short link
https://repository.rudn.ru/en/records/article/record/83750/
Share

Other records