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Ni vs. Pd in Suzuki-Miyaura sp2-sp2 cross-coupling : a head-to-head study in a comparable precatalyst/ligand system
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dc.contributor.author | West, Matthew J. | |
dc.contributor.author | Watson, Allan J. B. | |
dc.date.accessioned | 2020-04-28T23:34:03Z | |
dc.date.available | 2020-04-28T23:34:03Z | |
dc.date.issued | 2019-05-28 | |
dc.identifier | 258978911 | |
dc.identifier | e92a412d-166f-4cf9-acfc-554c6b0abebf | |
dc.identifier | 85066129046 | |
dc.identifier | 000468790100014 | |
dc.identifier.citation | West , M J & Watson , A J B 2019 , ' Ni vs . Pd in Suzuki-Miyaura sp 2 -sp 2 cross-coupling : a head-to-head study in a comparable precatalyst/ligand system ' , Organic & Biomolecular Chemistry , vol. 17 , no. 20 , pp. 5055-5059 . https://doi.org/10.1039/C9OB00561G | en |
dc.identifier.issn | 1477-0520 | |
dc.identifier.other | ORCID: /0000-0002-1582-4286/work/62668490 | |
dc.identifier.uri | https://hdl.handle.net/10023/19866 | |
dc.description | We thank the University of St Andrews for a PhD studentship (MJW). | en |
dc.description.abstract | The Suzuki-Miyaura reaction is a cornerstone method for sp2-sp2 cross-coupling in industry. There has been a concerted effort to enable the use of Ni catalysis as an alternative to Pd in order to mitigate cost and improve sustainability. Despite significant advances, ligand development for Ni-catalyzed Suzuki-Miyaura cross-coupling remains underdeveloped when compared to Pd and, as a consequence, ligands for Ni-catalyzed processes are typically taken from the Pd arena. In this study we evaluate the effect of using a similar Ni and Pd precatalyst based on a common bidentate ligand (dppf) in a head-to-head format for the most common type of biaryl couplings, establishing the practical implications of direct replacement of Pd with Ni, and identifying the potential origins of these observations in a mechanistic context. | |
dc.format.extent | 489506 | |
dc.language.iso | eng | |
dc.relation.ispartof | Organic & Biomolecular Chemistry | en |
dc.subject | QD Chemistry | en |
dc.subject | NDAS | en |
dc.subject.lcc | QD | en |
dc.title | Ni vs. Pd in Suzuki-Miyaura sp2-sp2 cross-coupling : a head-to-head study in a comparable precatalyst/ligand system | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Sir James Mackenzie Institute for Early Diagnosis | en |
dc.identifier.doi | 10.1039/C9OB00561G | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2020-04-29 |
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