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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 (Associate Professor Alex Bissember) |
| ID Code: | 133732 |
| Year Published: | 2019 |
| Funding Support: | Australian Research Council (DP180100904) |
| Web of Science® Times Cited: | 1 |
| Deposited By: | Chemistry |
| Deposited On: | 2019-07-08 |
| Last Modified: | 2020-03-16 |
| Downloads: | 0 |
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