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Donor functionalized iron(II) N-Heterocyclic carbene complexes in transfer hydrogenation reactions

2021-01-08Journal article Restricted access
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dc.contributor.authorLopes, Rita
dc.contributor.authorRaya-Baron, Alvaro
dc.contributor.authorRobalo, M. Paula
dc.contributor.authorS. Vinagreiro, Carolina
dc.contributor.authorBarroso, Sonia
dc.contributor.authorRomão, Maria João
dc.contributor.authorFernandez, Ignacio
dc.contributor.authorPereira, Mariette M.
dc.contributor.authorRoyo
dc.date.accessioned2021-02-01T18:12:14Z
dc.date.available2021-02-01T18:12:14Z
dc.date.issued2021-01-08
dc.description.abstractTwo piano-stool iron(II) complexes bearing N-heterocyclic carbene ligands outfitted with acetamide- and amine-pendant arms [Cp*Fe(NHC(R))(CO)I] {Cp* = eta(5)-tetramethylcyclopentadienyl; R = CH2CONEt2(3), (CH2)(2)NEt2(4)}, have been prepared and fully characterized. Their catalytic activity in transfer hydrogenation (TH) of ketones usingiPrOH as a hydrogen source and catalytic amounts of base (LiOtBu) has been explored, along with that of previously reported [CpFe(NHC(R))(CO)I] {R =nBu (5), (CH2)(2)OH (6), Et (7), and (CH2)(3)OH (8)} complexes containing hydroxyl and nonfunctionalized alkyl arms. Complex3displayed the highest catalytic activity of the whole series3-8, reaching a TOF(50)value of 533 h(-1). NMR monitoring of the stoichiometric reaction of3with LiOtBu, allowed the identification of a new species3'containing a deprotonated amidate moiety, which has been fully characterized by(1)H,C-13, and(15)N NMR. Finally, a green protocol for the reduction of ketones through TH using glycerol as a hydrogen source, under microwave irradiation in the presence of catalytic amounts of3and base has been developed.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationLOPES, Rita; [et al] – Donor functionalized iron(II) N-heterocyclic carbene complexes in transfer hydrogenation reactions. European Journal of Inorganic Chemistry. ISSN 1434-1948. Vol. 2021, N.º 1 (2021), pp. 22-29pt_PT
dc.identifier.doi10.1002/ejic.202000868pt_PT
dc.identifier.eissn1099-0682
dc.identifier.issn1434-1948
dc.identifier.urihttp://hdl.handle.net/10400.21/12744
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherWiley Online Librarypt_PT
dc.relationPTDC/QUI-QIN/28151/2017 - Fundação da Ciência e a Tecnologia, FCTpt_PT
dc.relationLISBOA-01-0145-FEDER-007660 (MOST-MICRO) - Fundação da Ciência e a Tecnologia, FCTpt_PT
dc.relationRTC-2016-5239-2 - State Research Agency of the Spanish Ministry of Science, Innovation and Universitiespt_PT
dc.relationCTQ2017-84334-R - State Research Agency of the Spanish Ministry of Science, Innovation and Universitiespt_PT
dc.relation022162 - CERMAXpt_PT
dc.relation.publisherversionhttps://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/ejic.202000868pt_PT
dc.subjectCarbene ligandspt_PT
dc.subjectTransfer hydrogenationpt_PT
dc.subjectReductionpt_PT
dc.subjectKetonespt_PT
dc.subjectMicrowave irradiationpt_PT
dc.titleDonor functionalized iron(II) N-Heterocyclic carbene complexes in transfer hydrogenation reactionspt_PT
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04551%2F2013/PT
oaire.citation.endPage29pt_PT
oaire.citation.issue1pt_PT
oaire.citation.startPage22pt_PT
oaire.citation.titleEuropean Journal of Inorganic Chemistrypt_PT
oaire.citation.volume2021pt_PT
oaire.fundingStream5876
person.familyNameRobalo
person.familyNameS. Vinagreiro
person.familyNameDuarte Barroso
person.familyNameRomao
person.familyNamePereira
person.familyNameRoyo Cantabrana
person.givenNameMaria Paula
person.givenNameCarolina
person.givenNameSónia
person.givenNameMaria
person.givenNameMariette M.
person.givenNameBeatriz
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person.identifier.orcid0000-0002-7909-9992
person.identifier.ridB-2002-2012
person.identifier.ridH-8239-2017
person.identifier.ridA-4115-2013
person.identifier.ridN-2648-2013
person.identifier.scopus-author-id9269662100
person.identifier.scopus-author-id13404922100
person.identifier.scopus-author-id7004694870
person.identifier.scopus-author-id7401842245
person.identifier.scopus-author-id6602728964
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsclosedAccesspt_PT
rcaap.typearticlept_PT
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