Arthurs, Ross A., Hughes, David L. and Richards, Christopher J. ORCID: https://orcid.org/0000-0001-7899-4082 (2022) Application of a ferrocene-based palladacycle precatalyst to enantioselective aryl-aryl Kumada coupling. European Journal of Inorganic Chemistry, 2022 (9). ISSN 1434-1948
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Abstract
The palladium catalysed reaction of 1-iodo-2-methylnaphthalene and 2-methyl-1-naphthylmagnesium bromide gave quantitatively an ( S a )-configured cross-coupled product in 80% e.e. using ( R , S p )-PPFA as a ligand. N , N -Dimethylaminomethylferrocene was cyclopalladated (Na 2 PdCl 4 , ( S )-Ac-Phe-OH, 93% e.e., as determined by 1 H NMR as a result of self-induced non-equivalence), and the resulting ( S p )-configured dimeric palladacycle was employed as a precatalyst for this cross-coupling reaction (5 mol%). Addition to the palladacycle of diphenylphosphine and subsequent base-promoted bidentate ligand synthesis and palladium capture gave an in situ generated catalyst resulting in an ( S p )-configured product in up to 71% e.e.
Item Type: | Article |
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Uncontrolled Keywords: | 3* ,/dk/atira/pure/researchoutput/REFrank/3_ |
Faculty \ School: | Faculty of Science > School of Chemistry |
UEA Research Groups: | Faculty of Science > Research Groups > Chemistry of Materials and Catalysis |
Depositing User: | LivePure Connector |
Date Deposited: | 09 Feb 2022 17:30 |
Last Modified: | 23 Oct 2022 03:32 |
URI: | https://ueaeprints.uea.ac.uk/id/eprint/83388 |
DOI: | 10.1002/ejic.202101077 |
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