eCite Digital Repository

Phosphine-scavenging cationic gold(I) complexes: alternative applications of gold cocatalysis in fundamental palladium-catalyzed cross-couplings

Citation

Ho, CC and Ariafard, A and Hyland, CJT and Bissember, AC, Phosphine-scavenging cationic gold(I) complexes: alternative applications of gold cocatalysis in fundamental palladium-catalyzed cross-couplings, Organometallics, 38, (13) pp. 2683-2688. ISSN 0276-7333 (2019) [Refereed Article]

Copyright Statement

© 2019 American Chemical Society

DOI: doi:10.1021/acs.organomet.9b00294

Abstract

We have demonstrated that air-stable cationic gold(I) cocatalysts have the capacity to enhance the efficiency of palladium-catalyzed cross-couplings. Specifically, we determined that a 1:1 [Pd{P(t-Bu)3}2]/[Au{P(t-Bu)3}(NTf2)] system provides superior reactivity relative to [Pd{P(t-Bu)3}2], across Suzuki–Miyaura, Stille, and Mizoroki–Heck reactions performed under mild conditions. Our results are consistent with cationic gold(I) species serving primarily as phosphine scavengers in this chemistry, as recently predicted by density functional theory (DFT).

Item Details

Item Type:Refereed Article
Keywords:palladium, gold, cross-coupling, Suzuki-Miyaura, Stille, Mizoroki-Heck
Research Division:Chemical Sciences
Research Group:Organic Chemistry
Research Field:Organic Chemical Synthesis
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
UTAS Author:Ho, CC (Dr Curtis Ho)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
UTAS Author:Bissember, AC (Dr Alex Bissember)
ID Code:133732
Year Published:2019
Funding Support:Australian Research Council (DP180100904)
Deposited By:Chemistry
Deposited On:2019-07-08
Last Modified:2019-08-12
Downloads:0

Repository Staff Only: item control page