NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides

Detalhes bibliográficos
Autor(a) principal: Lenardão,Eder J
Data de Publicação: 2010
Outros Autores: Gonçalves,Lóren C. C, Mendes,Samuel R, Saraiva,Maiara T, Alves,Diego, Jacob,Raquel G, Perin,Gelson
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=S0103-50532010001100010
Resumo: A general and simple method for the synthesis of vinyl selenides and tellurides starting from terminal alkynes and diorganyl chalcogenides using NaBH4 and [bmim]BF4 as a recyclable solvent was developed. This efficient and improved method furnishes the corresponding vinyl chalcogenides preferentially with Z configuration. We also observed that when the same protocol was applied to phenyl acetylene, (E)-bis-phenylchalcogeno styrenes were obtained in good yields and high selectivity. The ionic liquid was reused up three times without lost of efficiency.
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spelling NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and telluridesionic liquidshydrochalcogenationvinyl chalcogenidesA general and simple method for the synthesis of vinyl selenides and tellurides starting from terminal alkynes and diorganyl chalcogenides using NaBH4 and [bmim]BF4 as a recyclable solvent was developed. This efficient and improved method furnishes the corresponding vinyl chalcogenides preferentially with Z configuration. We also observed that when the same protocol was applied to phenyl acetylene, (E)-bis-phenylchalcogeno styrenes were obtained in good yields and high selectivity. The ionic liquid was reused up three times without lost of efficiency.Sociedade Brasileira de Química2010-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001100010Journal of the Brazilian Chemical Society v.21 n.11 2010reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532010001100010info:eu-repo/semantics/openAccessLenardão,Eder JGonçalves,Lóren C. CMendes,Samuel RSaraiva,Maiara TAlves,DiegoJacob,Raquel GPerin,Gelsoneng2010-12-15T00:00:00Zoai:scielo:S0103-50532010001100010Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2010-12-15T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
title NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
spellingShingle NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
Lenardão,Eder J
ionic liquids
hydrochalcogenation
vinyl chalcogenides
title_short NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
title_full NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
title_fullStr NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
title_full_unstemmed NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
title_sort NaBH4/[bmim]BF4: a new reducing system to access vinyl selenides and tellurides
author Lenardão,Eder J
author_facet Lenardão,Eder J
Gonçalves,Lóren C. C
Mendes,Samuel R
Saraiva,Maiara T
Alves,Diego
Jacob,Raquel G
Perin,Gelson
author_role author
author2 Gonçalves,Lóren C. C
Mendes,Samuel R
Saraiva,Maiara T
Alves,Diego
Jacob,Raquel G
Perin,Gelson
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Lenardão,Eder J
Gonçalves,Lóren C. C
Mendes,Samuel R
Saraiva,Maiara T
Alves,Diego
Jacob,Raquel G
Perin,Gelson
dc.subject.por.fl_str_mv ionic liquids
hydrochalcogenation
vinyl chalcogenides
topic ionic liquids
hydrochalcogenation
vinyl chalcogenides
description A general and simple method for the synthesis of vinyl selenides and tellurides starting from terminal alkynes and diorganyl chalcogenides using NaBH4 and [bmim]BF4 as a recyclable solvent was developed. This efficient and improved method furnishes the corresponding vinyl chalcogenides preferentially with Z configuration. We also observed that when the same protocol was applied to phenyl acetylene, (E)-bis-phenylchalcogeno styrenes were obtained in good yields and high selectivity. The ionic liquid was reused up three times without lost of efficiency.
publishDate 2010
dc.date.none.fl_str_mv 2010-01-01
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=S0103-50532010001100010
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532010001100010
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532010001100010
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 Journal of the Brazilian Chemical Society v.21 n.11 2010
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
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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