dc.date.accessioned | 2022-04-19T11:04:29Z | |
dc.date.available | 2022-04-19T11:04:29Z | |
dc.date.issued | 2021-12-14 | |
dc.identifier | doi:10.17170/kobra-202203035826 | |
dc.identifier.uri | http://hdl.handle.net/123456789/13762 | |
dc.description.sponsorship | Gefördert im Rahmen des Projekts DEAL | ger |
dc.language.iso | eng | eng |
dc.rights | Namensnennung 4.0 International | * |
dc.rights.uri | http://creativecommons.org/licenses/by/4.0/ | * |
dc.subject | amines | eng |
dc.subject | carbenes | eng |
dc.subject | iron | eng |
dc.subject | metallocenes | eng |
dc.subject | x-ray diffraction | eng |
dc.subject.ddc | 540 | |
dc.title | N-tert-Alkyl-Substituted N-Heterocyclic Carbenes with a 1,1’-Ferrocenediyl Backbone | eng |
dc.type | Aufsatz | |
dcterms.abstract | 1,1’-Diaminoferrocene (1) was converted to α-aminonitriles fc[NHC(CN)MeR’]₂ (fc=1,1’-ferrocenediyl; 2 a: R’=Me, 2 b: R’=Ph, 2 c: R’=tBu) by reaction with ketones MeC(O)R’ in the presence of NaCN/HOAc or to the diimine fc(N=CPh₂)₂ (3) by condensation with Ph₂CO. Treatment of 2 a–c or 3 with MeLi furnished fc(NHR)₂ (4 a: R=tBu, 4 b: R=CMe₂Ph, 4 c: R=CMe₂tBu, 4 d: R=CMePh₂) after aqueous work-up. The formylative cyclisation of 4 a–d to fc[(NR)₂CH][BF₄] (5H[BF₄]) was possible only for R=CMe₃ (a) and CMe₂Ph (b). The reaction of these formamidinium compounds with NaN(SiMe₃)₂ afforded the N-heterocyclic carbenes fc{[N(CMe₃)]₂C:} (5 a) and fc{[N(CMe₂Ph)]₂C:} (5 b). 5 a was converted to the thiourea derivative 5 aS with elemental sulfur. 5 a and 5 b slowly decompose in solution by alkene elimination, affording the respective formamidine fc(NRCH=N) (6 a: R=CMe₃, 6 b: R=CMe₂Ph). 6 a was transformed to fc{[N(CMe₃)][N(CPh₃)]CH}[BF₄] (5eH[BF₄]) with Ph₃C[BF₄]. | eng |
dcterms.accessRights | open access | |
dcterms.creator | Correia Bicho, Bruno Alexandre | |
dcterms.creator | Guthardt, Robin | |
dcterms.creator | Bruhn, Clemens | |
dcterms.creator | Großhenning, David | |
dcterms.creator | Orth, Till | |
dcterms.creator | Pfeiffer, Florian | |
dcterms.creator | Siemeling, Ulrich | |
dc.relation.doi | doi:10.1002/ejic.202101014 | |
dc.subject.swd | Amine | ger |
dc.subject.swd | Carbene | ger |
dc.subject.swd | Eisen | ger |
dc.subject.swd | Metallocene | ger |
dc.subject.swd | Röntgenbeugung | ger |
dc.type.version | publishedVersion | |
dcterms.source.identifier | eissn:1099-0682 | |
dcterms.source.issue | Issue 7 | |
dcterms.source.journal | EurJIC (European Journal of Inorganic Chemistry) | eng |
dcterms.source.volume | Volume 2022 | |
kup.iskup | false | |
dcterms.source.articlenumber | e20210114 | |