1,2-Addition of Diethylzinc to a Bis(Imidazolyl)ketone Ligand
In this study, the selective 1,2-addition of diethylzinc to the ketone functionality of BMdiPhIK [bis(1-methyl-4,5-diphenylimidazolyl)ketone] is shown. The reaction product is isolated in a dimeric form with a planar Zn2(µ-O)2-motif keeping the two monomers together. This compound can serve as a mod...
Veröffentlicht in: | European journal of inorganic chemistry. - 1998. - 2018(2018), 10 vom: 14. März, Seite 1167-1175 |
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1. Verfasser: | |
Weitere Verfasser: | , , , , |
Format: | Online-Aufsatz |
Sprache: | English |
Veröffentlicht: |
2018
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Zugriff auf das übergeordnete Werk: | European journal of inorganic chemistry |
Schlagworte: | Journal Article Homogeneous catalysis Radical reactions Reactive intermediates Zinc |
Zusammenfassung: | In this study, the selective 1,2-addition of diethylzinc to the ketone functionality of BMdiPhIK [bis(1-methyl-4,5-diphenylimidazolyl)ketone] is shown. The reaction product is isolated in a dimeric form with a planar Zn2(µ-O)2-motif keeping the two monomers together. This compound can serve as a model for reactive intermediates in the catalytic alkylation of ketones with diorganozinc reagents. Hydrolysis of this binuclear zinc compound leads to isolation of the C-alkylated product in 89 % yield. A reaction pathway is proposed in which BMdiPhIK initially coordinates to diethylzinc as a bidentate bis(nitrogen) ligand. This is followed by the homolytic cleavage of the Zn-Et bond and in-cage recombination of the Et-radical and the Zn-coordinated ligand-centered radical, which is mainly localized on the carbonyl moiety of the ligand |
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Beschreibung: | Date Revised 27.03.2024 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
ISSN: | 1434-1948 |
DOI: | 10.1002/ejic.201701363 |