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Synthesis of arylpalladium(II) boronates: confirming the structure and chemical competence of pre-transmetalation intermediates in the Suzuki-Miyaura reaction
Citation
Olding, A and Ho, CC and Canty, AJ and Lucas, NT and Horne, J and Bissember, AC, Synthesis of arylpalladium(II) boronates: confirming the structure and chemical competence of pre-transmetalation intermediates in the Suzuki-Miyaura reaction, Angewandte Chemie, 60, (27) pp. 14897-14901. ISSN 1433-7851 (2021) [Refereed Article]
Copyright Statement
Copyright 2021 Wiley-VCH Gmb
DOI: doi:10.1002/anie.202104802
Abstract
Palladium(II) boronates are recognized as fundamental pre-transmetalation intermediates in Suzuki–Miyaura cross-couplings. While these typically transient species have been detected and studied spectroscopically, it is conspicuous that they have never been isolated since this important reaction was discovered over forty years ago. This study reports the synthesis of a family of unprecedented arylpalladium(II) boronates that are, by design, kinetically stable at ambient temperature, both in solution and in the solid state. These properties enabled unambiguous crystallographic confirmation of their structure for the first time and their chemical competence in a Suzuki–Miyaura reaction was demonstrated.
Item Details
| Item Type: | Refereed Article |
|---|---|
| Keywords: | cross-coupling, palladium boronates, Suzuki– Miyaura reaction, transmetalation |
| 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: | Olding, A (Mr Angus Olding) |
| UTAS Author: | Ho, CC (Dr Curtis Ho) |
| UTAS Author: | Canty, AJ (Professor Allan Canty) |
| UTAS Author: | Horne, J (Dr James Horne) |
| UTAS Author: | Bissember, AC (Associate Professor Alex Bissember) |
| ID Code: | 144905 |
| Year Published: | 2021 |
| Funding Support: | Australian Research Council (DP200101714) |
| Deposited By: | Chemistry |
| Deposited On: | 2021-06-20 |
| Last Modified: | 2021-08-18 |
| Downloads: | 0 |
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