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Melding caged compounds with supramolecular containers: photogeneration and miscreant behavior of the coumarylmethyl carbocation

2017-07Journal article Restricted access
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dc.contributor.authorKamatham, Nareshbabu
dc.contributor.authorDa Silva, José Paulo
dc.contributor.authorGivens, Richard S.
dc.contributor.authorRamamurthy, V.
dc.date.accessioned2019-11-20T15:07:29Z
dc.date.available2019-11-20T15:07:29Z
dc.date.issued2017-07
dc.description.abstractBy merging well-established concepts of supramolecular chemistry, protecting group strategy, and photochemistry, we have solubilized in water hydrophobic organic molecules consisting of a photoactive protecting group and masked carboxylic acids, released the desired acid, and confined a reactive carbocation intermediate within a capsule. Confinement of the photogenerated carbo cation brought out the latent radical-like behavior. This observation is consistent with the recent theoretical prediction of the 7-(diethylamino)coumarinyl-4-methyl carbocation having a triplet diradical ground-state electronic contribution.
dc.description.sponsorshipNational Science Foundation [CHE-1411458]
dc.description.sponsorshipFCT-Foundation for Science and Technology [UID/Multi/04326/2013]
dc.description.sponsorshipKansas University Endowment Association
dc.description.versioninfo:eu-repo/semantics/publishedVersion
dc.identifier.doi10.1021/acs.orglett.7b01572
dc.identifier.issn1523-7060
dc.identifier.issn1523-7052
dc.identifier.urihttp://hdl.handle.net/10400.1/13066
dc.language.isoeng
dc.peerreviewedyes
dc.publisherAmerican Chemical Society
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/
dc.subjectPhotoremovable Protecting Groups
dc.subjectCoumarin laser-dyes
dc.subjectAqueous-solution
dc.subjectEsters
dc.subjectPhotochemistry
dc.subjectDonor
dc.subjectWater
dc.subjectPhotorelease
dc.subjectGeneration
dc.subjectMechanism
dc.titleMelding caged compounds with supramolecular containers: photogeneration and miscreant behavior of the coumarylmethyl carbocation
dc.typejournal article
dspace.entity.typePublication
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/5876/UID%2FMulti%2F04326%2F2013/PT
oaire.citation.endPage3591
oaire.citation.issue13
oaire.citation.startPage3588
oaire.citation.titleOrganic Letters
oaire.citation.volume19
oaire.fundingStream5876
person.familyNameSilva
person.givenNameJosé Paulo da
person.identifier.ciencia-id3413-C4F4-73F7
person.identifier.orcid0000-0002-6458-7328
person.identifier.ridA-4606-2008
person.identifier.scopus-author-id7201733236
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsrestrictedAccess
rcaap.typearticle
relation.isAuthorOfPublicatione2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isAuthorOfPublication.latestForDiscoverye2004fa2-a47d-44b0-b11c-fc95fe51cbf9
relation.isProjectOfPublication868b4818-3efa-4edb-9202-c464d64fd38f
relation.isProjectOfPublication.latestForDiscovery868b4818-3efa-4edb-9202-c464d64fd38f

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