THF-solvated heavy alkali metal benzyl compounds (Na, Rb, Cs): defined deprotonation reagents for alkali metal mediation chemistry

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dc.contributor.authorBrieger, Lukas
dc.contributor.authorUnkelbach, Christian
dc.contributor.authorStrohmann, Carsten
dc.date.accessioned2022-03-15T12:30:41Z
dc.date.available2022-03-15T12:30:41Z
dc.date.issued2021-10-11
dc.description.abstractThe incorporation of heavy alkali metals into substrates is both challenging and essential for many reactions. Here, we report the formation of THF-solvated alkali metal benzyl compounds [PhCH2M ⋅ (thf)n] (M=Na, Rb, Cs). The synthesis was carried out by deprotonation of toluene with the bimetallic mixture n-butyllithium/alkali metal tert-butoxide and selective crystallization from THF of the defined benzyl compounds. Insights into the molecular structure in the solid as well as in solution state are gained by single crystal X-ray experiments and NMR spectroscopic studies. The compounds could be successfully used as alkali metal mediating reagents. The example of caesium showed the convenient use by deprotonating acidic C−H as well as N−H compounds to gain insight into the aminometalation using these reagents.en
dc.identifier.urihttp://hdl.handle.net/2003/40794
dc.identifier.urihttp://dx.doi.org/10.17877/DE290R-22651
dc.language.isoende
dc.relation.ispartofseriesChemistry - a European journal;27(71)
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectAlkali metalsen
dc.subjectCarbanionsen
dc.subjectHydroaminationen
dc.subjectMain group elementsen
dc.subjectOrganometallic chemistryen
dc.subject.ddc540
dc.titleTHF-solvated heavy alkali metal benzyl compounds (Na, Rb, Cs): defined deprotonation reagents for alkali metal mediation chemistryen
dc.typeTextde
dc.type.publicationtypearticlede
dcterms.accessRightsopen access
eldorado.secondarypublicationtruede
eldorado.secondarypublication.primarycitationL. Brieger, C. Unkelbach, C. Strohmann, Chem. Eur. J. 2021, 27, 17780.de
eldorado.secondarypublication.primaryidentifierhttps://doi.org/10.1002/chem.202103430de

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