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Phosphine-Scavenging Cationic Gold(I) Complexes: Alternative Applications of Gold Cocatalysis in Fundamental Palladium-Catalyzed Cross-Couplings

Journal Article


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).

UOW Authors


  •   Ho, Curtis (external author)
  •   Ariafard, Alireza (external author)
  •   Hyland, Christopher
  •   Bissember, Alex C. (external author)

Publication Date


  • 2019

Citation


  • Ho, C. C., Ariafard, A., Hyland, C. J.T. & Bissember, A. C. (2019). Phosphine-Scavenging Cationic Gold(I) Complexes: Alternative Applications of Gold Cocatalysis in Fundamental Palladium-Catalyzed Cross-Couplings. Organometallics, 38 (13), 2683-2688.

Scopus Eid


  • 2-s2.0-85068010971

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/793

Number Of Pages


  • 5

Start Page


  • 2683

End Page


  • 2688

Volume


  • 38

Issue


  • 13

Place Of Publication


  • United States

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).

UOW Authors


  •   Ho, Curtis (external author)
  •   Ariafard, Alireza (external author)
  •   Hyland, Christopher
  •   Bissember, Alex C. (external author)

Publication Date


  • 2019

Citation


  • Ho, C. C., Ariafard, A., Hyland, C. J.T. & Bissember, A. C. (2019). Phosphine-Scavenging Cationic Gold(I) Complexes: Alternative Applications of Gold Cocatalysis in Fundamental Palladium-Catalyzed Cross-Couplings. Organometallics, 38 (13), 2683-2688.

Scopus Eid


  • 2-s2.0-85068010971

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/793

Number Of Pages


  • 5

Start Page


  • 2683

End Page


  • 2688

Volume


  • 38

Issue


  • 13

Place Of Publication


  • United States