Understanding existing and designing novel synthetic routes to Pd-PEPPSI-NHC and Pd-PEPPSI-PR3 pre-catalysts. Issue 44 (29th April 2020)

• Record Type: Journal Article
• Authors: Guillet, Sébastien G.; Voloshkin, Vladislav A.; Saab, Marina; Beliš, Marek; Van Hecke, Kristof; Nahra, Fady; Nolan, Steven P.
• Is Part Of: Chemical communications. Volume 56:Issue 44(2020)
• Page Start: 5953
• Page End: 5956
• Publication Date: 2020-04-29
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc02262d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : While investigating the formation of PEPPSI precatalysts an intermediate was isolated and proved to be suitable synthon to this pre-catalyst family. This permits the design of a novel, greener and diversity-oriented synthetic route. Abstract : The reaction mechanism leading to the formation of cross-coupling palladium pre-catalysts of the PEPPSI family was investigated. Two intermediates were isolated and proved to be both suitable synthons to the pre-catalysts, with one permitting the design of a novel and greener user-friendly synthetic route. In light of this mechanistic understanding, the traditional one-pot method was shown to be possible using stoichiometric amounts of throw-away ligand, which represents a considerable synthetic improvement over the wasteful "in pyridine" approach.