Projects per year
Abstract
A nickel/dppf catalyst system was found to successfully achieve the Suzuki-Miyaura cross-coupling reactions of 3- and 4-chloropyridine and of 6-chloroquinoline but not of 2-chloropyridine or of other α-halo-N-heterocycles. Further investigations revealed that chloropyridines undergo rapid oxidative addition to [Ni(COD)(dppf)] but that α-halo-N-heterocycles lead to the formation of stable dimeric nickel species that are catalytically inactive in Suzuki-Miyaura cross-coupling reactions. However, the corresponding Kumada-Tamao-Corriu reactions all proceed readily, which is attributed to more rapid transmetalation of Grignard reagents.
Original language | English |
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Pages (from-to) | 14074-14082 |
Number of pages | 9 |
Journal | Chemical Science |
Volume | 12 |
Issue number | 42 |
Early online date | 11 Oct 2021 |
DOIs | |
Publication status | Published - 14 Nov 2021 |
Keywords
- nickel/dppf catalyst
- Suzuki-Miyaura reaction
- cross-coupling reactions
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Dive into the research topics of 'Inhibition of (dppf)nickel-catalysed Suzuki-Miyaura cross-coupling reactions by α-halo-N-heterocycles'. Together they form a unique fingerprint.Projects
- 5 Finished
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Computational Screening Of Nickel Complexes For The Activation Of `Inert? Bonds
Nelson, D. (Principal Investigator)
Carnegie Trust for the Universities of Scotland
1/01/19 → 1/01/20
Project: Research
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AstraZeneca ICASE
Nelson, D. (Principal Investigator)
1/10/17 → 30/09/21
Project: Research - Studentship
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Industrial CASE Account - University of Strathclyde 2017 | Greaves, Megan
Nelson, D. (Principal Investigator), Murphy, J. (Co-investigator) & Greaves, M. (Research Co-investigator)
EPSRC (Engineering and Physical Sciences Research Council)
1/10/17 → 14/09/21
Project: Research Studentship Case - Internally allocated
Datasets
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Data for: "Inhibition of (dppf)nickel-catalysed Suzuki-Miyaura cross-coupling reactions by α-halo-N-heterocycles"
Cooper, A. (Creator), Greaves, M. (Creator), Donohoe, W. (Creator) & Nelson, D. (Creator), University of Strathclyde, 14 Oct 2021
DOI: 10.15129/a7c7ed8e-bb39-4632-8716-39d43c872264
Dataset