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Selective isomerization-carbonylation of a terpene trisubstituted double bond

dc.rights.licenseopen
hal.structure.identifierUniv Konstanz, Dept. Chemistry
dc.contributor.authorBUSCH, Hanna
hal.structure.identifierUniv Konstanz, Dept. Chemistry
dc.contributor.authorSTEMPFLE, Florian
hal.structure.identifierUniv Konstanz, Dept. Chemistry
dc.contributor.authorHESS, Sandra
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 2 LCPO : Biopolymers & Bio-sourced Polymers
dc.contributor.authorGRAU, Etienne
IDREF: 187909261
hal.structure.identifierUniv Konstanz, Dept. Chemistry
dc.contributor.authorMECKING, Stefan
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2014
dc.identifier.issn1463-9262
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/19785
dc.description.abstractEnSelective catalytic carbonylation of the trisubstituted double bond of citronellic acid is enabled via an isomerization-functionalization approach. Alkoxycarbonylation with [{1,2-((Bu2PCH2)-Bu-t)(2)C6H4}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 methonfaddition. 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].
dc.language.isoen
dc.publisherRoyal Society of Chemistry
dc.subject.enSYSTEMS
dc.subject.enLIMONENE
dc.subject.enOLEFINS
dc.subject.enCATALYZED HYDROFORMYLATION
dc.subject.enLINEAR ALDEHYDES
dc.subject.enINTERNAL ALKENES
dc.subject.enMETHYL OLEATE
dc.subject.enACID ESTERS
dc.subject.enMETHOXYCARBONYLATION
dc.subject.enMONOMERS
dc.title.enSelective isomerization-carbonylation of a terpene trisubstituted double bond
dc.typeArticle de revue
dc.identifier.doi10.1039/c4gc01233j
dc.subject.halChimie/Polymères
dc.subject.halChimie/Catalyse
dc.subject.halChimie
bordeaux.journalGreen Chemistry
bordeaux.page4541-4545
bordeaux.volume16
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue10
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-01366463
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-01366463v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Green%20Chemistry&rft.date=2014&rft.volume=16&rft.issue=10&rft.spage=4541-4545&rft.epage=4541-4545&rft.eissn=1463-9262&rft.issn=1463-9262&rft.au=BUSCH,%20Hanna&STEMPFLE,%20Florian&HESS,%20Sandra&GRAU,%20Etienne&MECKING,%20Stefan&rft.genre=article


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