Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition

Detalhes bibliográficos
Autor(a) principal: Silva,Monica T.
Data de Publicação: 2000
Outros Autores: Braz-Filho,Raimundo, Netto-Ferreira,José C.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000500008
Resumo: UV irradiation of 1,2,3-indanetrione, in CH2Cl2, in the presence of 2,3-dimethyl-2-butene yields a complex mixture of products arising from hydrogen abstraction, [2pi+2pi] photocycloaddition (Paternò-Büchi reaction), and [4pi +2pi] photocycloaddition. The reaction is dependent on electronic and steric effects, with the later accounting for the high chemical yield observed for the formation of the dioxene-type product.
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spelling Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition1,2,3-Indanetrionephotochemistryhydrogen abstractionPaternò-BüchiUV irradiation of 1,2,3-indanetrione, in CH2Cl2, in the presence of 2,3-dimethyl-2-butene yields a complex mixture of products arising from hydrogen abstraction, [2pi+2pi] photocycloaddition (Paternò-Büchi reaction), and [4pi +2pi] photocycloaddition. The reaction is dependent on electronic and steric effects, with the later accounting for the high chemical yield observed for the formation of the dioxene-type product.Sociedade Brasileira de Química2000-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000500008Journal of the Brazilian Chemical Society v.11 n.5 2000reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532000000500008info:eu-repo/semantics/openAccessSilva,Monica T.Braz-Filho,RaimundoNetto-Ferreira,José C.eng2001-01-15T00:00:00Zoai:scielo:S0103-50532000000500008Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2001-01-15T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
title Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
spellingShingle Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
Silva,Monica T.
1,2,3-Indanetrione
photochemistry
hydrogen abstraction
Paternò-Büchi
title_short Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
title_full Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
title_fullStr Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
title_full_unstemmed Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
title_sort Photochemistry of cyclic vicinal tricarbonyl compounds. Photochemical reaction of 1,2,3-Indanetrione with 2,3-dimethyl-2-butene: hydrogen abstraction and photocycloaddition
author Silva,Monica T.
author_facet Silva,Monica T.
Braz-Filho,Raimundo
Netto-Ferreira,José C.
author_role author
author2 Braz-Filho,Raimundo
Netto-Ferreira,José C.
author2_role author
author
dc.contributor.author.fl_str_mv Silva,Monica T.
Braz-Filho,Raimundo
Netto-Ferreira,José C.
dc.subject.por.fl_str_mv 1,2,3-Indanetrione
photochemistry
hydrogen abstraction
Paternò-Büchi
topic 1,2,3-Indanetrione
photochemistry
hydrogen abstraction
Paternò-Büchi
description UV irradiation of 1,2,3-indanetrione, in CH2Cl2, in the presence of 2,3-dimethyl-2-butene yields a complex mixture of products arising from hydrogen abstraction, [2pi+2pi] photocycloaddition (Paternò-Büchi reaction), and [4pi +2pi] photocycloaddition. The reaction is dependent on electronic and steric effects, with the later accounting for the high chemical yield observed for the formation of the dioxene-type product.
publishDate 2000
dc.date.none.fl_str_mv 2000-10-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532000000500008
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dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532000000500008
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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 Journal of the Brazilian Chemical Society v.11 n.5 2000
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
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institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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