Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors

Detalhes bibliográficos
Autor(a) principal: Mendes,Ana N. F.
Data de Publicação: 2005
Outros Autores: Gregório,José R., Rosa,Ricardo G. da
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=S0103-50532005000700006
Resumo: Hydroformylation experiments were performed with technical-grade methyl oleate (MO) and soybean oil (SO) using [RhH(CO)(PPh3)3] and [RhCl3.3H2O] (double bond/Rh = 745) as catalyst precursors modified or not by triphenylphosphine. [RhH(CO)(PPh3)3] shows 100% conversion and 80-91% selectivity to aldehydes in only 4h for both substrates under mild conditions (100 °C, 40 bar, CO/H2 = 2:1, ligand/Rh = 10:1). Despite the rapid isomerisation of the soybean oil, producing trans isomers and conjugated dienes, no effects were observed on its further conversion to aldehydes. The reaction of soybean oil conducted with pure [RhCl3.3H2O] produced only conjugated dienes, and when this precursor was modified with triphenylphosphine (ligand/Rh = 10:1) no reaction was observed at all. Curiously, yellow crystals corresponding to the complex [Rh(Cl)(CO)(PPh3)2] were quantitatively isolated at the end of the reaction .
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spelling Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursorssoybean oilmethyl oleatehydroformylationrhodiumHydroformylation experiments were performed with technical-grade methyl oleate (MO) and soybean oil (SO) using [RhH(CO)(PPh3)3] and [RhCl3.3H2O] (double bond/Rh = 745) as catalyst precursors modified or not by triphenylphosphine. [RhH(CO)(PPh3)3] shows 100% conversion and 80-91% selectivity to aldehydes in only 4h for both substrates under mild conditions (100 °C, 40 bar, CO/H2 = 2:1, ligand/Rh = 10:1). Despite the rapid isomerisation of the soybean oil, producing trans isomers and conjugated dienes, no effects were observed on its further conversion to aldehydes. The reaction of soybean oil conducted with pure [RhCl3.3H2O] produced only conjugated dienes, and when this precursor was modified with triphenylphosphine (ligand/Rh = 10:1) no reaction was observed at all. Curiously, yellow crystals corresponding to the complex [Rh(Cl)(CO)(PPh3)2] were quantitatively isolated at the end of the reaction .Sociedade Brasileira de Química2005-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000700006Journal of the Brazilian Chemical Society v.16 n.6a 2005reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532005000700006info:eu-repo/semantics/openAccessMendes,Ana N. F.Gregório,José R.Rosa,Ricardo G. daeng2006-01-04T00:00:00Zoai:scielo:S0103-50532005000700006Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2006-01-04T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
title Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
spellingShingle Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
Mendes,Ana N. F.
soybean oil
methyl oleate
hydroformylation
rhodium
title_short Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
title_full Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
title_fullStr Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
title_full_unstemmed Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
title_sort Studies on the experimental variables effects on rhodium catalyzed hydroformylation of unsaturated fatty esters and comparison of [RhH(CO)(PPh3)3] and [RhCl3.3H2O] as starting catalytic precursors
author Mendes,Ana N. F.
author_facet Mendes,Ana N. F.
Gregório,José R.
Rosa,Ricardo G. da
author_role author
author2 Gregório,José R.
Rosa,Ricardo G. da
author2_role author
author
dc.contributor.author.fl_str_mv Mendes,Ana N. F.
Gregório,José R.
Rosa,Ricardo G. da
dc.subject.por.fl_str_mv soybean oil
methyl oleate
hydroformylation
rhodium
topic soybean oil
methyl oleate
hydroformylation
rhodium
description Hydroformylation experiments were performed with technical-grade methyl oleate (MO) and soybean oil (SO) using [RhH(CO)(PPh3)3] and [RhCl3.3H2O] (double bond/Rh = 745) as catalyst precursors modified or not by triphenylphosphine. [RhH(CO)(PPh3)3] shows 100% conversion and 80-91% selectivity to aldehydes in only 4h for both substrates under mild conditions (100 °C, 40 bar, CO/H2 = 2:1, ligand/Rh = 10:1). Despite the rapid isomerisation of the soybean oil, producing trans isomers and conjugated dienes, no effects were observed on its further conversion to aldehydes. The reaction of soybean oil conducted with pure [RhCl3.3H2O] produced only conjugated dienes, and when this precursor was modified with triphenylphosphine (ligand/Rh = 10:1) no reaction was observed at all. Curiously, yellow crystals corresponding to the complex [Rh(Cl)(CO)(PPh3)2] were quantitatively isolated at the end of the reaction .
publishDate 2005
dc.date.none.fl_str_mv 2005-12-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000700006
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000700006
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532005000700006
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.16 n.6a 2005
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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