Selective isomerization-carbonylation of a terpene trisubstituted double bond

Lade...
Vorschaubild
Dateien
Busch_0-258649.pdf
Busch_0-258649.pdfGröße: 287.37 KBDownloads: 628
Datum
2014
Herausgeber:innen
Kontakt
ISSN der Zeitschrift
Electronic ISSN
ISBN
Bibliografische Daten
Verlag
Schriftenreihe
Auflagebezeichnung
DOI (zitierfähiger Link)
ArXiv-ID
Internationale Patentnummer
Angaben zur Forschungsförderung
Projekt
Open Access-Veröffentlichung
Open Access Green
Sammlungen
Core Facility der Universität Konstanz
Gesperrt bis
Titel in einer weiteren Sprache
Forschungsvorhaben
Organisationseinheiten
Zeitschriftenheft
Publikationstyp
Zeitschriftenartikel
Publikationsstatus
Published
Erschienen in
Green Chemistry. 2014, 16(10), pp. 4541-4545. ISSN 1463-9262. eISSN 1463-9270. Available under: doi: 10.1039/C4GC01233J
Zusammenfassung

Selective catalytic carbonylation of the trisubstituted double bond of citronellic acid is enabled via an isomerization–functionalization approach. Alkoxycarbonylation with [{1,2-(tBu2PCH2)2C6H4}Pd(OTf)2] as a catalyst precursor occurs with >97% selectivity for the terminal diester dimethyl-3,7-dimethylnonane-dioate. This prevails much over the typical cationic methoxyaddition. The reactive primary carboxy group formed allows for e.g. the preparation of the high molecular weight novel polyester poly[3,7-dimethylnonanediyl-3,7-dimethylnonanedioate].

Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
Konferenz
Rezension
undefined / . - undefined, undefined
Zitieren
ISO 690BUSCH, Hanna, Florian STEMPFLE, Sandra K. HESS, Etienne GRAU, Stefan MECKING, 2014. Selective isomerization-carbonylation of a terpene trisubstituted double bond. In: Green Chemistry. 2014, 16(10), pp. 4541-4545. ISSN 1463-9262. eISSN 1463-9270. Available under: doi: 10.1039/C4GC01233J
BibTex
@article{Busch2014Selec-29312,
  year={2014},
  doi={10.1039/C4GC01233J},
  title={Selective isomerization-carbonylation of a terpene trisubstituted double bond},
  number={10},
  volume={16},
  issn={1463-9262},
  journal={Green Chemistry},
  pages={4541--4545},
  author={Busch, Hanna and Stempfle, Florian and Hess, Sandra K. and Grau, Etienne and Mecking, Stefan}
}
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/123456789/29312">
    <dc:contributor>Busch, Hanna</dc:contributor>
    <dcterms:hasPart rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/29312/1/Busch_0-258649.pdf"/>
    <dc:creator>Busch, Hanna</dc:creator>
    <dc:contributor>Stempfle, Florian</dc:contributor>
    <dcterms:rights rdf:resource="https://rightsstatements.org/page/InC/1.0/"/>
    <dc:contributor>Mecking, Stefan</dc:contributor>
    <dcterms:abstract xml:lang="eng">Selective catalytic carbonylation of the trisubstituted double bond of citronellic acid is enabled via an isomerization–functionalization approach. Alkoxycarbonylation with [{1,2-(&lt;sup&gt;t&lt;/sup&gt;Bu&lt;sub&gt;2&lt;/sub&gt;PCH&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;C&lt;sub&gt;6&lt;/sub&gt;H&lt;sub&gt;4&lt;/sub&gt;}Pd(OTf)&lt;sub&gt;2&lt;/sub&gt;] as a catalyst precursor occurs with &gt;97% selectivity for the terminal diester dimethyl-3,7-dimethylnonane-dioate. This prevails much over the typical cationic methoxyaddition. The reactive primary carboxy group formed allows for e.g. the preparation of the high molecular weight novel polyester poly[3,7-dimethylnonanediyl-3,7-dimethylnonanedioate].</dcterms:abstract>
    <dc:contributor>Hess, Sandra K.</dc:contributor>
    <foaf:homepage rdf:resource="http://localhost:8080/"/>
    <dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dspace:hasBitstream rdf:resource="https://kops.uni-konstanz.de/bitstream/123456789/29312/1/Busch_0-258649.pdf"/>
    <dc:creator>Mecking, Stefan</dc:creator>
    <dc:creator>Stempfle, Florian</dc:creator>
    <void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
    <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2014-11-26T10:01:13Z</dc:date>
    <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/29312"/>
    <dc:rights>terms-of-use</dc:rights>
    <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2014-11-26T10:01:13Z</dcterms:available>
    <dc:language>eng</dc:language>
    <dc:contributor>Grau, Etienne</dc:contributor>
    <dc:creator>Grau, Etienne</dc:creator>
    <dcterms:issued>2014</dcterms:issued>
    <dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
    <dc:creator>Hess, Sandra K.</dc:creator>
    <dcterms:title>Selective isomerization-carbonylation of a terpene trisubstituted double bond</dcterms:title>
  </rdf:Description>
</rdf:RDF>
Interner Vermerk
xmlui.Submission.submit.DescribeStep.inputForms.label.kops_note_fromSubmitter
Kontakt
URL der Originalveröffentl.
Prüfdatum der URL
Prüfungsdatum der Dissertation
Finanzierungsart
Kommentar zur Publikation
Allianzlizenz
Corresponding Authors der Uni Konstanz vorhanden
Internationale Co-Autor:innen
Universitätsbibliographie
Ja
Begutachtet
Diese Publikation teilen