Gallou, Fabrice (2021) Water-Sculpting of a Heterogeneous Nanoparticle Pre-catalyst for Mizoroki-Heck Couplings Under Micellar Catalysis Conditions. Journal of the American Chemical Society JACS., 143 (9). pp. 3373-3382.

Abstract

Formation of powdery, spherical nanoparticles (NPs) containing ppm levels of palladium ligated by t -Bu3P, derived from FeCl3, upon simple exposure to water undergo a remarkable alteration in their morphology leading to nanorods that catalyze Mizoroki-Heck (MH) couplings. Such NP alteration is general, shown to occur with three unrelated phosphine ligand-containing NPs. Each catalyst has been studied using XPS, EDX, TEM and cryo-TEM analyses. Couplings that rely specifically on NPs containing t -Bu3P-ligated Pd occur under aqueous micellar catalysis conditions between room temperature and 45 °C, and show broad substrate scope. Other key features associated with this new technology include: low residual Pd in the product, recycling of the aqueous reaction medium, and an associated low E Factor. Synthesis of the precursor to galipinine, a member of the Hancock family of alkaloids, is suggestive of potential industrial applications.

Item Type:	Article
Keywords:	Surfactants, Nanoparticles, Nanoparticle Alteration
Date Deposited:	20 Apr 2021 00:45
Last Modified:	20 Apr 2021 00:45
URI:	https://oak.novartis.com/id/eprint/43496