Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a

Detalhes bibliográficos
Autor(a) principal: Prakash,G.K. Surya
Data de Publicação: 1999
Outros Autores: Buchholz,Herwig A., Vaughan,Julian F.S., Wang,Qi, Olah,George. A.
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=S0103-50531999000400010
Resumo: Reaction of aldehydes and ketones with ferrocene, in the presence of trifluoroacetic acid, afforded a series of stable long lived alpha-ferrocenylalkyl carbocations which were characterized by 13C-NMR spectroscopy. When this reaction was attempted using tetraphenylcyclopentadienone, quite unexpectedly the corresponding dihydro derivative 3 was isolated, in very good yield. Formation of this compound may require ferrocene acting as a reducing agent.
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spelling Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1aferrocenealpha-ferrocenyl carbocations13C-NMR of alpha-ferrocenylalkyl carbocationsReaction of aldehydes and ketones with ferrocene, in the presence of trifluoroacetic acid, afforded a series of stable long lived alpha-ferrocenylalkyl carbocations which were characterized by 13C-NMR spectroscopy. When this reaction was attempted using tetraphenylcyclopentadienone, quite unexpectedly the corresponding dihydro derivative 3 was isolated, in very good yield. Formation of this compound may require ferrocene acting as a reducing agent.Sociedade Brasileira de Química1999-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000400010Journal of the Brazilian Chemical Society v.10 n.4 1999reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50531999000400010info:eu-repo/semantics/openAccessPrakash,G.K. SuryaBuchholz,Herwig A.Vaughan,Julian F.S.Wang,QiOlah,George. A.eng2001-06-21T00:00:00Zoai:scielo:S0103-50531999000400010Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2001-06-21T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
title Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
spellingShingle Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
Prakash,G.K. Surya
ferrocene
alpha-ferrocenyl carbocations
13C-NMR of alpha-ferrocenylalkyl carbocations
title_short Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
title_full Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
title_fullStr Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
title_full_unstemmed Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
title_sort Direct one step preparation and 13C-NMR spectroscopic characterization of alpha-ferrocenyl carbocations derived from ferrocene and carbonyl compounds in trifluoroacetic acid medium1a
author Prakash,G.K. Surya
author_facet Prakash,G.K. Surya
Buchholz,Herwig A.
Vaughan,Julian F.S.
Wang,Qi
Olah,George. A.
author_role author
author2 Buchholz,Herwig A.
Vaughan,Julian F.S.
Wang,Qi
Olah,George. A.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Prakash,G.K. Surya
Buchholz,Herwig A.
Vaughan,Julian F.S.
Wang,Qi
Olah,George. A.
dc.subject.por.fl_str_mv ferrocene
alpha-ferrocenyl carbocations
13C-NMR of alpha-ferrocenylalkyl carbocations
topic ferrocene
alpha-ferrocenyl carbocations
13C-NMR of alpha-ferrocenylalkyl carbocations
description Reaction of aldehydes and ketones with ferrocene, in the presence of trifluoroacetic acid, afforded a series of stable long lived alpha-ferrocenylalkyl carbocations which were characterized by 13C-NMR spectroscopy. When this reaction was attempted using tetraphenylcyclopentadienone, quite unexpectedly the corresponding dihydro derivative 3 was isolated, in very good yield. Formation of this compound may require ferrocene acting as a reducing agent.
publishDate 1999
dc.date.none.fl_str_mv 1999-08-01
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=S0103-50531999000400010
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000400010
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50531999000400010
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.10 n.4 1999
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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