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Photorelease of incarcerated caged acids from hydrophobic coumaryl esters into aqueous solution

dc.contributor.authorKamatham, Nareshbabu
dc.contributor.authorMendes, Débora C.
dc.contributor.authorSilva, José P. da
dc.contributor.authorGivens, Richard S.
dc.contributor.authorRamamurthy, V.
dc.date.accessioned2017-04-07T15:55:46Z
dc.date.available2017-04-07T15:55:46Z
dc.date.issued2016-11
dc.description.abstractPhotolysis of aqueous solutions of carboxylic acid esters of 7-(methoxycoumaryl)-4-methanol included within the capsule made up of two molecules of octaacid released the acids in water. The trigger 7-(methoxycoumaryl)-4-methyl chromophore remains within octaacid either as the alcohol or as an adduct with the host octaacid through a hydrogen abstraction process. The method established here offers a procedure to release hydrophobic acid molecules in water at will in a timely manner with light. In addition, the system offers an unanticipated opportunity to probe the mechanistic dichotomy of a diradicaloid intermediate expressing both radical and ionic behavior when generated by coumarylmethyl ester photolysis in a hydrophobic environment.
dc.identifier.doi10.1021/acs.orglett.6b02655
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/10400.1/9214
dc.language.isoeng
dc.peerreviewedyes
dc.publisherAmerican Chemical Society
dc.relationCenter for Mediterranean Bioresources and food
dc.relation.isbasedonWOS:000387303200009
dc.titlePhotorelease of incarcerated caged acids from hydrophobic coumaryl esters into aqueous solution
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleCenter for Mediterranean Bioresources and food
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID%2FBIA%2F04325%2F2013/PT
oaire.citation.endPage5483
oaire.citation.issue21
oaire.citation.startPage5480
oaire.citation.titleOrganic Letters
oaire.citation.volume18
oaire.fundingStream6817 - DCRRNI ID
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.isProjectOfPublication4556bdc1-a62e-4c34-9ffe-a907cb01ed01
relation.isProjectOfPublication.latestForDiscovery4556bdc1-a62e-4c34-9ffe-a907cb01ed01

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