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Synthesis and structure of 2-substituted pyrene-derived scaffolds

2017-11Journal article Restricted access
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dc.contributor.authorCabral, Lília
dc.contributor.authorHenriques, Marta Sofia
dc.contributor.authorPaixão, José António
dc.contributor.authorLurdes S. Cristiano, M.
dc.date.accessioned2019-11-20T15:07:11Z
dc.date.available2019-11-20T15:07:11Z
dc.date.issued2017-11
dc.description.abstractPyrenes bear a propensity to form fluorescent excimers, and thus this chromophore is often found in sensors and fluorescent probes. 2-FunctionaIized pyrenes are of particular interest, however the preparation of these scaffolds is not trivial, involving synthetic routes that require 4,5,9,10-tetrahydropyrene as a key intermediate. Herein, the development and optimization of routes for the synthesis of 2-functionalized pyrene-derived building blocks, with potential to be used as tags in the preparation of fluorescent probes, is described. Additionally, the crystal structures of ethyl 4,5,9,10-tetrahydro-2-pyrene-5-oxopentanoate and 2-acetyl-4,5,9,10-tetrahydropyrene revealed distinct conformations of the saturated tetrahydropyrene rings. (C) 2017 Elsevier Ltd. All rights reserved.
dc.description.sponsorshipFEDER [PTDC/QUI-BIQ/112943/2009, PTDC/MAR-BIO/4132/2014, UID/Multi/04326/2013, UID/FIS/04564/2016]
dc.description.sponsorshipFundacao para a Ciencia e a Tecnologia (FCT), Portugal
dc.description.versioninfo:eu-repo/semantics/publishedVersion
dc.identifier.doi10.1016/j.tetlet.2017.10.058
dc.identifier.issn0040-4039
dc.identifier.urihttp://hdl.handle.net/10400.1/12923
dc.language.isoeng
dc.peerreviewedyes
dc.publisherPergamon-Elsevier Science
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/
dc.subjectDerivatives
dc.titleSynthesis and structure of 2-substituted pyrene-derived scaffolds
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/3599-PPCDT/PTDC%2FQUI-BIQ%2F112943%2F2009/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04326%2F2013/PT
oaire.citation.endPage4550
oaire.citation.issue48
oaire.citation.startPage4547
oaire.citation.titleTetrahedron Letters
oaire.citation.volume58
oaire.fundingStream3599-PPCDT
oaire.fundingStream5876
person.familyNameCabral
person.familyNameHenriques
person.familyNamePaixão
person.familyNameCristiano
person.givenNameLília
person.givenNameMarta
person.givenNameJosé António
person.givenNameMaria de Lurdes
person.identifier.ciencia-id3510-24A8-36B6
person.identifier.ciencia-idA219-8121-E448
person.identifier.ciencia-id9410-F49E-5FCA
person.identifier.ciencia-idE411-6006-5A01
person.identifier.orcid0000-0001-9362-8128
person.identifier.orcid0000-0002-9202-0847
person.identifier.orcid0000-0003-4634-7395
person.identifier.orcid0000-0002-9447-2855
person.identifier.ridM-4279-2013
person.identifier.ridF-5077-2012
person.identifier.ridG-2345-2012
person.identifier.scopus-author-id56372410200
person.identifier.scopus-author-id7004817725
person.identifier.scopus-author-id9238724800
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
rcaap.rightsrestrictedAccess
rcaap.typearticle
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