New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | , , , , |
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=S0103-50532019000801678 |
Resumo: | The effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30 (prefix indicates the metal loading). A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size with maximization of the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved. Two different chirality induction methods were tried for the 2Pt-WA30 catalyst: (i) the addition of the chiral modifier (CM) to the reaction media, or (ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate CM. Lower activity but higher enantioselectivity levels were obtained with method (ii). Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests. |
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New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swellingethyl pyruvatechiral hydrogenationsinteringmodifier entrapmentThe effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30 (prefix indicates the metal loading). A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size with maximization of the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved. Two different chirality induction methods were tried for the 2Pt-WA30 catalyst: (i) the addition of the chiral modifier (CM) to the reaction media, or (ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate CM. Lower activity but higher enantioselectivity levels were obtained with method (ii). Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests.Sociedade Brasileira de Química2019-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000801678Journal of the Brazilian Chemical Society v.30 n.8 2019reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20190069info:eu-repo/semantics/openAccessCarrara,Nicolás R.Badano,Juan M.Mendow,GustavoRuiz,DorisVera,Carlos R.Quiroga,Mónica E.eng2019-08-08T00:00:00Zoai:scielo:S0103-50532019000801678Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2019-08-08T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
title |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
spellingShingle |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling Carrara,Nicolás R. ethyl pyruvate chiral hydrogenation sintering modifier entrapment |
title_short |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
title_full |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
title_fullStr |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
title_full_unstemmed |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
title_sort |
New Strategies in Enantioselective Hydrogenation on Supported Transition Metal Catalyst: Effects of Metal Sintering and Support Swelling |
author |
Carrara,Nicolás R. |
author_facet |
Carrara,Nicolás R. Badano,Juan M. Mendow,Gustavo Ruiz,Doris Vera,Carlos R. Quiroga,Mónica E. |
author_role |
author |
author2 |
Badano,Juan M. Mendow,Gustavo Ruiz,Doris Vera,Carlos R. Quiroga,Mónica E. |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Carrara,Nicolás R. Badano,Juan M. Mendow,Gustavo Ruiz,Doris Vera,Carlos R. Quiroga,Mónica E. |
dc.subject.por.fl_str_mv |
ethyl pyruvate chiral hydrogenation sintering modifier entrapment |
topic |
ethyl pyruvate chiral hydrogenation sintering modifier entrapment |
description |
The effect of noble metal catalysts supported on an ionic exchange resin for the enantioselective hydrogenation of ethyl pyruvate to ethyl lactate was studied. High activity and moderate enantioselectivity levels were obtained. Pt was the best enantioselective metallic phase, followed by Pd and Au; Rh was the less enantioselective metallic phase. The effect of the active site was evaluated for the most enantioselective catalyst: 2Pt-WA30 (prefix indicates the metal loading). A novel method for sintering the Pt metal particles by nitriles reduction was used, and a controlled migration of the metal particles to the surface layers was observed. There existed an optimal particle size with maximization of the enantiomeric excess, corresponding to 24 h sintering. The hydrogenation of ethyl pyruvate to ethyl lactate was found to be structure-sensitive and the importance of the metal particle size for the adsorption of the chiral modifier was proved. Two different chirality induction methods were tried for the 2Pt-WA30 catalyst: (i) the addition of the chiral modifier (CM) to the reaction media, or (ii) the modification of the catalyst in a swelling medium prior to the reaction in order to encapsulate CM. Lower activity but higher enantioselectivity levels were obtained with method (ii). Finally, the reuse of the catalysts was also assessed by means of consecutive reaction tests. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-08-01 |
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=S0103-50532019000801678 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000801678 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.21577/0103-5053.20190069 |
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.30 n.8 2019 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 |
_version_ |
1750318182091980800 |