om9b00294_si_001.pdf (589 kB)
Phosphine-Scavenging Cationic Gold(I) Complexes: Alternative Applications of Gold Cocatalysis in Fundamental Palladium-Catalyzed Cross-Couplings
journal contribution
posted on 2019-06-19, 18:10 authored by Curtis
C. Ho, Alireza Ariafard, Christopher J. T. Hyland, Alex C. BissemberWe
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).