Fotoquímica de chalconas fluoradas no estado sólido

Detalhes bibliográficos
Autor(a) principal: Cesarin-Sobrinho,Dari
Data de Publicação: 2002
Outros Autores: Netto-Ferreira,José Carlos
Tipo de documento: Artigo
Idioma: por
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422002000100012
Resumo: Chalcone and its fluorinated derivatives were synthesized and photolyzed in the solid state. UV irradiation of chalcone and its monosubstituted fluorine derivatives (3- and 4-fluorchalcone) resulted in a mixture of anti-head-head (gamma-truxinic), sin-head-tail (alpha-truxilic) and anti-head-tail (epsilon-truxilic) dimers. On the other hand, upon irradiation of 3,4- and 3,5-difluorchalcone a stereoselective formation of the alpha-truxilic photodimer was observed, whereas for 2-substituted chalcones (2,3difluorchalcone, 2,5-difluorchalcone, 2,6-difluorchalcone and 2,3,4-trifluorchalcone) the beta-truxilic dimer was stereoselectively obtained. 2',3',4',5',6'-pentafluorchalcone was the less reactive of all chalcones studied and at least one of the possible photodimers, i.e the anti-head-head isomer, was identified. Irradiation of polyfluorinated chalcones such as 2,3,5,6-tetrafluor-, 2,3,4,5,6-pentafluor-, and 2,2',3,3',4,4',5,5',6,6'-decafluorchalcone led only to polymerization and/or decomposition products.
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spelling Fotoquímica de chalconas fluoradas no estado sólidochalconephotodimerizationsolid stateChalcone and its fluorinated derivatives were synthesized and photolyzed in the solid state. UV irradiation of chalcone and its monosubstituted fluorine derivatives (3- and 4-fluorchalcone) resulted in a mixture of anti-head-head (gamma-truxinic), sin-head-tail (alpha-truxilic) and anti-head-tail (epsilon-truxilic) dimers. On the other hand, upon irradiation of 3,4- and 3,5-difluorchalcone a stereoselective formation of the alpha-truxilic photodimer was observed, whereas for 2-substituted chalcones (2,3difluorchalcone, 2,5-difluorchalcone, 2,6-difluorchalcone and 2,3,4-trifluorchalcone) the beta-truxilic dimer was stereoselectively obtained. 2',3',4',5',6'-pentafluorchalcone was the less reactive of all chalcones studied and at least one of the possible photodimers, i.e the anti-head-head isomer, was identified. Irradiation of polyfluorinated chalcones such as 2,3,5,6-tetrafluor-, 2,3,4,5,6-pentafluor-, and 2,2',3,3',4,4',5,5',6,6'-decafluorchalcone led only to polymerization and/or decomposition products.Sociedade Brasileira de Química2002-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422002000100012Química Nova v.25 n.1 2002reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422002000100012info:eu-repo/semantics/openAccessCesarin-Sobrinho,DariNetto-Ferreira,José Carlospor2002-07-31T00:00:00Zoai:scielo:S0100-40422002000100012Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2002-07-31T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Fotoquímica de chalconas fluoradas no estado sólido
title Fotoquímica de chalconas fluoradas no estado sólido
spellingShingle Fotoquímica de chalconas fluoradas no estado sólido
Cesarin-Sobrinho,Dari
chalcone
photodimerization
solid state
title_short Fotoquímica de chalconas fluoradas no estado sólido
title_full Fotoquímica de chalconas fluoradas no estado sólido
title_fullStr Fotoquímica de chalconas fluoradas no estado sólido
title_full_unstemmed Fotoquímica de chalconas fluoradas no estado sólido
title_sort Fotoquímica de chalconas fluoradas no estado sólido
author Cesarin-Sobrinho,Dari
author_facet Cesarin-Sobrinho,Dari
Netto-Ferreira,José Carlos
author_role author
author2 Netto-Ferreira,José Carlos
author2_role author
dc.contributor.author.fl_str_mv Cesarin-Sobrinho,Dari
Netto-Ferreira,José Carlos
dc.subject.por.fl_str_mv chalcone
photodimerization
solid state
topic chalcone
photodimerization
solid state
description Chalcone and its fluorinated derivatives were synthesized and photolyzed in the solid state. UV irradiation of chalcone and its monosubstituted fluorine derivatives (3- and 4-fluorchalcone) resulted in a mixture of anti-head-head (gamma-truxinic), sin-head-tail (alpha-truxilic) and anti-head-tail (epsilon-truxilic) dimers. On the other hand, upon irradiation of 3,4- and 3,5-difluorchalcone a stereoselective formation of the alpha-truxilic photodimer was observed, whereas for 2-substituted chalcones (2,3difluorchalcone, 2,5-difluorchalcone, 2,6-difluorchalcone and 2,3,4-trifluorchalcone) the beta-truxilic dimer was stereoselectively obtained. 2',3',4',5',6'-pentafluorchalcone was the less reactive of all chalcones studied and at least one of the possible photodimers, i.e the anti-head-head isomer, was identified. Irradiation of polyfluorinated chalcones such as 2,3,5,6-tetrafluor-, 2,3,4,5,6-pentafluor-, and 2,2',3,3',4,4',5,5',6,6'-decafluorchalcone led only to polymerization and/or decomposition products.
publishDate 2002
dc.date.none.fl_str_mv 2002-02-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422002000100012
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422002000100012
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv 10.1590/S0100-40422002000100012
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.25 n.1 2002
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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