Gallou, Fabrice and Reilly, John (2019) A micellar-friendly, HandaPhos palladacycle pre-catalyst for ppm level Suzuki-Miyaura cross couplings in water under mild conditions. Chemical science, 10. pp. 8825-8831. ISSN 2041-6539; 2041-6520

Abstract

A newly engineered palladacycle that contains substituents on the biphenyl rings and contains the ligand HandaPhos is especially well-matched to an aqueous micellar medium, enabling valued Suzuki-Miyaura couplings to be run not only in water under mild conditions, but at 300 ppm of Pd catalyst. This general methodology has been applied to several targets in both the medicinal and agrochemical areas. Multiple recycling of the aqueous reaction mixture involving both the same as well as different coupling partners has been demonstrated. Low temperature microscopy (cryo-TEM) indicates the nature and size of the particles acting as nanoreactors. Importantly, given the low loadings of Pd invested per reaction, ICP-MS analyses of residual palladium in the products showed levels well within the FDA allowable limits.

Item Type:	Article
Date Deposited:	03 Dec 2019 00:45
Last Modified:	03 Dec 2019 00:45
URI:	https://oak.novartis.com/id/eprint/39396