Mimicking of the histidine brace structural motif in molecular copper(I) compounds
dc.contributor.author | Peifer, Raphael | |
dc.contributor.author | Müller, Lars | |
dc.contributor.author | Hoof, Santina | |
dc.contributor.author | Beckmann, Fabian | |
dc.contributor.author | Cula, Beatrice | |
dc.contributor.author | Limberg, Christian | |
dc.date.accessioned | 2023-01-24T09:30:26Z | |
dc.date.available | 2023-01-24T09:30:26Z | |
dc.date.issued | 2021-05-20 | none |
dc.identifier.uri | http://edoc.hu-berlin.de/18452/26614 | |
dc.description.abstract | L-Nτ-methylhistidine methyl ester, MeHisOMe, has been employed as a potential ligand to mimic the histidine brace-type coordination of copper ions in enzymes such as the particulate methane monoxygenase or lytic polysaccharide monooxygenases. MeHisOMe was prepared by double-methylation of histidine methyl ester. Subsequently, its complexation by diphosphine copper(I) precursors [Cu(P^P)(MeCN)2]BF4 was tested, which led to the complexes [Cu(P^P)(MeHisOMe)]BF4 (P^P=dpePhos: 1, P^P=XantPhos: 2, P^P=dppf: 3). 1–3 were fully characterized, also by single crystal X-ray analysis, thus providing first structural data for copper complexes with a synthetic, authentic histidine brace. The complexes proved inert in contact with dioxygen. To improve the biomimetic character attempts were made to formally replace the diphosphine ligands by bis(pyrazolyl)methanes, Bpm. Correspondingly, [BpmCu(NCMe)x]BF4 precursors were synthesized, with different substituents at the 3-positions of the pyrazolyl (i. e. Bpm=di(3-(phenyl)-1H-pyrazol-1-yl)diphenylmethane, di(3-(mesityl)-1H-pyrazol-1-yl)methane and di(3-(tert-butyl)-1H-pyrazol-1-yl)diphenylmethane). Addition of MeHisOMe to these complexes led to products that were so sensitive towards oxidation by the environment that they eluded isolation. One experiment provided blue crystals as a product of such a reaction. They belonged to a salt with a complex cation consisting of a Cu(μ-OH)2Cu core ligated by two MeHisOMe ligands, which dimerises in the solid state to give [Cu4(OH)4(MeHisOMe)4]4+. | eng |
dc.language.iso | eng | none |
dc.publisher | Humboldt-Universität zu Berlin | |
dc.rights | (CC BY-NC-ND 4.0) Attribution-NonCommercial-NoDerivatives 4.0 International | ger |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.subject | copper(I) | eng |
dc.subject | histidine brace | eng |
dc.subject | biomimetic | eng |
dc.subject | diphosphines | eng |
dc.subject | bis(pyrazolyl)methane | eng |
dc.subject.ddc | 540 Chemie und zugeordnete Wissenschaften | none |
dc.title | Mimicking of the histidine brace structural motif in molecular copper(I) compounds | none |
dc.type | article | |
dc.identifier.urn | urn:nbn:de:kobv:11-110-18452/26614-6 | |
dc.identifier.doi | http://dx.doi.org/10.18452/25924 | |
dc.type.version | publishedVersion | none |
local.edoc.pages | 8 | none |
local.edoc.type-name | Zeitschriftenartikel | |
local.edoc.container-type | periodical | |
local.edoc.container-type-name | Zeitschrift | |
dc.description.version | Peer Reviewed | none |
dc.identifier.eissn | 1521-3749 | |
dcterms.bibliographicCitation.doi | 10.1002/zaac.202100145 | |
dcterms.bibliographicCitation.journaltitle | Zeitschrift für anorganische und allgemeine Chemie | none |
dcterms.bibliographicCitation.volume | 847 | none |
dcterms.bibliographicCitation.issue | 18 | none |
dcterms.bibliographicCitation.originalpublishername | Wiley-VCH | none |
dcterms.bibliographicCitation.originalpublisherplace | Weinheim | none |
dcterms.bibliographicCitation.pagestart | 1789 | none |
dcterms.bibliographicCitation.pageend | 1796 | none |
bua.department | Mathematisch-Naturwissenschaftliche Fakultät | none |