Publikation: Synthesis of azetidinylidene complexes from [(CO)5M(CH2Cl2)], phenylacetylene and imines and oxidative decomplexation to give β-lactams
Dateien
Datum
Autor:innen
Herausgeber:innen
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
URI (zitierfähiger Link)
DOI (zitierfähiger Link)
Internationale Patentnummer
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Sammlungen
Core Facility der Universität Konstanz
Titel in einer weiteren Sprache
Publikationstyp
Publikationsstatus
Erschienen in
Zusammenfassung
Photolysis of [M(CO)6] in CH2Cl2 gives [(CO)5M(CH2Cl2)]. Substitution of phenylacetylene for CH2Cl2 produces the thermolabile phenylacetylene complexes [(CO)5M(HCCPh)] [M=Cr (1), Mo (2), W (3)]. Addition of N-alkyl benzylideneimines, RNC(Ph)H, to solutions of 1–3 affords the 2-azetidin-1-ylidene complexes [(CO)5MView the MathML source(Ph)H] [M=Cr, Mo, W; R=Et, i-Pr]. The reaction presumably proceeds by cycloaddition of the imines to the CC bond of vinylidene complexes resulting from tautomerization of the alkyne complexes. The cycloaddition is highly stereoselective. Predominantly, the syn isomer is obtained (syn/anti≥9). The reaction of 3 with dialkylcarbodimides, RNCNR (R=c-Hex, i-Pr), yields 3-imino-2-azetidin-1-ylidene complexes, [(CO)5WView the MathML source(Ph)H]. By oxidative cleavage of the CrC bond in [(CO)5CrView the MathML source(Ph)H] the corresponding β-lactams are obtained in high yields.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
Schlagwörter
Konferenz
Rezension
Zitieren
ISO 690
ABD-ELZAHER, Mokhles M., Helmut FISCHER, 1999. Synthesis of azetidinylidene complexes from [(CO)5M(CH2Cl2)], phenylacetylene and imines and oxidative decomplexation to give β-lactams. In: Journal of Organometallic Chemistry. 1999, 588(2), pp. 235-241. ISSN 0022-328X. eISSN 1872-8561. Available under: doi: 10.1016/S0022-328X(99)00381-2BibTex
@article{AbdElzaher1999Synth-23036, year={1999}, doi={10.1016/S0022-328X(99)00381-2}, title={Synthesis of azetidinylidene complexes from [(CO)5M(CH2Cl2)], phenylacetylene and imines and oxidative decomplexation to give β-lactams}, number={2}, volume={588}, issn={0022-328X}, journal={Journal of Organometallic Chemistry}, pages={235--241}, author={Abd-Elzaher, Mokhles M. and Fischer, Helmut} }
RDF
<rdf:RDF xmlns:dcterms="http://purl.org/dc/terms/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#" xmlns:foaf="http://xmlns.com/foaf/0.1/" xmlns:void="http://rdfs.org/ns/void#" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/23036"> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/23036"/> <dc:creator>Fischer, Helmut</dc:creator> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-06-12T07:15:17Z</dc:date> <dc:rights>terms-of-use</dc:rights> <foaf:homepage rdf:resource="http://localhost:8080/"/> <dc:contributor>Abd-Elzaher, Mokhles M.</dc:contributor> <dcterms:title>Synthesis of azetidinylidene complexes from [(CO)5M(CH2Cl2)], phenylacetylene and imines and oxidative decomplexation to give β-lactams</dcterms:title> <dc:language>eng</dc:language> <dc:contributor>Fischer, Helmut</dc:contributor> <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-06-12T07:15:17Z</dcterms:available> <dcterms:bibliographicCitation>Journal of Organometallic Chemistry ; 588 (1999), 2. - S. 235-241</dcterms:bibliographicCitation> <dcterms:abstract xml:lang="eng">Photolysis of [M(CO)6] in CH2Cl2 gives [(CO)5M(CH2Cl2)]. Substitution of phenylacetylene for CH2Cl2 produces the thermolabile phenylacetylene complexes [(CO)5M(HCCPh)] [M=Cr (1), Mo (2), W (3)]. Addition of N-alkyl benzylideneimines, RNC(Ph)H, to solutions of 1–3 affords the 2-azetidin-1-ylidene complexes [(CO)5MView the MathML source(Ph)H] [M=Cr, Mo, W; R=Et, i-Pr]. The reaction presumably proceeds by cycloaddition of the imines to the CC bond of vinylidene complexes resulting from tautomerization of the alkyne complexes. The cycloaddition is highly stereoselective. Predominantly, the syn isomer is obtained (syn/anti≥9). The reaction of 3 with dialkylcarbodimides, RNCNR (R=c-Hex, i-Pr), yields 3-imino-2-azetidin-1-ylidene complexes, [(CO)5WView the MathML source(Ph)H]. By oxidative cleavage of the CrC bond in [(CO)5CrView the MathML source(Ph)H] the corresponding β-lactams are obtained in high yields.</dcterms:abstract> <dc:creator>Abd-Elzaher, Mokhles M.</dc:creator> <dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/> <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/> <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/> <dcterms:issued>1999</dcterms:issued> </rdf:Description> </rdf:RDF>