Publikation: Diastereoselective Substitution of PR3 for CO in Carbohydrato- and Menthyloxycarbene Complexes of Manganese – Synthesis of Chiral-at-metal Carbene and Carbyne Complexes
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
The substitution of PR3 (R = C6H4CH3-p, C6H4Cl-p, C6H11,OCH3) for a CO ligand in chiral carbohydratocarbene complexes [(η5-C5H5)(CO)2Mn[DOUBLE BOND]C(OR*)Ph] [OR* = α- (1α) and β-mannofuranosyl (1β), (–)-menthyloxy (9)] proceeds diastereoselectively. The diastereoselectivity depends on PR3 and on the OR* substituent and ranges from 12% de (R = OCH3) to 80% (R = C6H4CH3-p). In contrast, the reaction of 1β with P(OPh)3 is non-selective. The diastereoselectivity generally increases with increasing nucleophilicity of PR3 and decreases in the series 1β > 1α > 9. The highest diastereoselectivity was observed in the reaction of 1β with P(C6H4CH3-p)3. Predominantly, the isomer with the (S) configuration at the metal [(SMn)-2β] was formed which could be separated from the diastereomeric mixture by chromatography and be obtained in a pure form. Subsequent reaction of (SMn)-2β with BF3 afforded the carbyne-manganese complex (SMn)-[(η5-C5H5){P(C6H4CH3-p)3}(CO)Mn[TRIPLE BOND]CPh]BF4.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
Schlagwörter
Konferenz
Rezension
Zitieren
ISO 690
FISCHER, Helmut, Joachim SCHLEU, 1996. Diastereoselective Substitution of PR3 for CO in Carbohydrato- and Menthyloxycarbene Complexes of Manganese – Synthesis of Chiral-at-metal Carbene and Carbyne Complexes. In: Chemische Berichte. 1996, 129(4), pp. 385-390. ISSN 0009-2940. eISSN 1099-0682. Available under: doi: 10.1002/cber.19961290404BibTex
@article{Fischer1996Diast-23078, year={1996}, doi={10.1002/cber.19961290404}, title={Diastereoselective Substitution of PR3 for CO in Carbohydrato- and Menthyloxycarbene Complexes of Manganese – Synthesis of Chiral-at-metal Carbene and Carbyne Complexes}, number={4}, volume={129}, issn={0009-2940}, journal={Chemische Berichte}, pages={385--390}, author={Fischer, Helmut and Schleu, Joachim} }
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/123456789/23078"> <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/> <dcterms:title>Diastereoselective Substitution of PR3 for CO in Carbohydrato- and Menthyloxycarbene Complexes of Manganese – Synthesis of Chiral-at-metal Carbene and Carbyne Complexes</dcterms:title> <dcterms:abstract xml:lang="eng">The substitution of PR3 (R = C6H4CH3-p, C6H4Cl-p, C6H11,OCH3) for a CO ligand in chiral carbohydratocarbene complexes [(η5-C5H5)(CO)2Mn[DOUBLE BOND]C(OR*)Ph] [OR* = α- (1α) and β-mannofuranosyl (1β), (–)-menthyloxy (9)] proceeds diastereoselectively. The diastereoselectivity depends on PR3 and on the OR* substituent and ranges from 12% de (R = OCH3) to 80% (R = C6H4CH3-p). In contrast, the reaction of 1β with P(OPh)3 is non-selective. The diastereoselectivity generally increases with increasing nucleophilicity of PR3 and decreases in the series 1β > 1α > 9. The highest diastereoselectivity was observed in the reaction of 1β with P(C6H4CH3-p)3. Predominantly, the isomer with the (S) configuration at the metal [(SMn)-2β] was formed which could be separated from the diastereomeric mixture by chromatography and be obtained in a pure form. Subsequent reaction of (SMn)-2β with BF3 afforded the carbyne-manganese complex (SMn)-[(η5-C5H5){P(C6H4CH3-p)3}(CO)Mn[TRIPLE BOND]CPh]BF4.</dcterms:abstract> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-06-19T08:26:17Z</dc:date> <foaf:homepage rdf:resource="http://localhost:8080/"/> <dc:contributor>Schleu, Joachim</dc:contributor> <dc:creator>Schleu, Joachim</dc:creator> <dcterms:issued>1996</dcterms:issued> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2013-06-19T08:26:17Z</dcterms:available> <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/23078"/> <dc:creator>Fischer, Helmut</dc:creator> <dc:contributor>Fischer, Helmut</dc:contributor> <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/> <dc:language>eng</dc:language> <dcterms:bibliographicCitation>Chemische Berichte ; 129 (1996), 4. - S. 385-390</dcterms:bibliographicCitation> <dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/> <dc:rights>terms-of-use</dc:rights> </rdf:Description> </rdf:RDF>