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Application of an Indenyl Molybdenum Dicarbonyl Complex in the Isomerisation of α-Pinene Oxide to Campholenic Aldehyde

2013Journal article Restricted access
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dc.contributor.authorBruno, S.
dc.contributor.authorGomes, A. C.
dc.contributor.authorGamelas ou Carla A. Gamelas, Carla
dc.contributor.authorAbrantes, M.
dc.contributor.authorOliveira, M. C.
dc.contributor.authorValente, A.
dc.contributor.authorAlmeida-Paz, Filipe
dc.contributor.authorPillinger, M.
dc.contributor.authorRomão, C.
dc.contributor.authorGonçalves, I.
dc.date.accessioned2018-03-22T14:56:44Z
dc.date.available2018-03-22T14:56:44Z
dc.date.issued2013
dc.description.abstractThe complex [{(Z5-Ind)Mo(CO)2(m-Cl)}2] (1) has been tested for the industrially relevant catalytic isomerisation of a-pinene oxide (PinOx) to campholenic aldehyde (CPA) in the liquid phase. PinOx conversion and CPA selectivity are strongly influenced by the solvent employed. Complete conversion of PinOx was achieved within 1 min at 55 1C or 30 min at 35 1C using 1,2-dichloroethane as solvent, giving CPA in 68% yield. Other products included trans-carveol, iso-pinocamphone and trans-pinocarveol. The stability of 1 under the reaction conditions used was investigated by using FT-IR spectroscopy and electrospray ionisation mass spectrometry (ESI-MS) to characterise recovered solids. In the presence of air/moisture 1 undergoes oxidative decarbonylation upon dissolution to give oxomolybdenum species that are proposed to include a tetranuclear oxomolybdenum(V) complex. Conversely, ESI-MS studies of 1 dissolved in dry acetonitrile show mononuclear species of the type [IndMo(CO)2(CH3CN)n]+. The crystal structure of the ring-slipped dicarbonyl complex [(Z3-Ind)Mo(CO)2Cl(CH3CN)2] (2) (obtained after dissolution of 1 in acetonitrile) is reported.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationBruno, S., Gomes, A., Gamelas, C., Abrantes, M., Oliveira, M. C., Valente, A., Almeida-Paz, F. …Gonçalves, I. (2013). Application of an Indenyl Molybdenum Dicarbonyl Complex in the Isomerisation of α-Pinene Oxide to Campholenic Aldehyde. New Journal of Chemistry, 38, pp. 3172-3180. doi: 10.1039/C4NJ00371Cpt_PT
dc.identifier.doi10.1039/C4NJ00371Cpt_PT
dc.identifier.urihttp://hdl.handle.net/10400.26/22038
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.relation2013 - Strategic Project
dc.relationStrategic Project - UI 100 - 2013-2014
dc.titleApplication of an Indenyl Molybdenum Dicarbonyl Complex in the Isomerisation of α-Pinene Oxide to Campholenic Aldehydept_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitle2013 - Strategic Project
oaire.awardTitleStrategic Project - UI 100 - 2013-2014
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6820 - DCRRNI ID/PEst-C%2FCTM%2FLA0011%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/PEst-OE%2FQUI%2FUI0100%2F2013/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876-PPCDTI/PTDC%2FQEQ-SUP%2F1906%2F2012/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/RECI%2FQEQ-QIN%2F0189%2F2012/PT
oaire.citation.titleNew Journal of Chemistrypt_PT
oaire.fundingStream6820 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream5876-PPCDTI
oaire.fundingStream3599-PPCDT
person.familyNameGamelas Albuquerque Pinto Reis
person.givenNameCarla Alexandra
person.identifier.ciencia-id2219-54F2-BB9D
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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