Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties

Detalhes bibliográficos
Autor(a) principal: Chang,Ming-Liang
Data de Publicação: 2017
Outros Autores: He,Yong, Zhou,Jing, Li,Shao-Yong
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=S0103-50532017000801363
Resumo: This work presented the first study of organocatalytic behaviors of inherently chiral calix[4]arenes substituted at the lower rim. A pair of N, O-type enantiomers based on inherently chiral calix[4]arenes substituted at the lower rim were readily synthesized and applied to catalyze Henry reaction between aromatic aldehydes and nitromethane. Their organocatalytic reaction can afford the desired products in excellent yields (up to 99%) but poor enantioselectivities (up to 7.5% ee).
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spelling Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Propertiesinherently chiralcalix[4]areneasymmetric catalysisHenry reactionThis work presented the first study of organocatalytic behaviors of inherently chiral calix[4]arenes substituted at the lower rim. A pair of N, O-type enantiomers based on inherently chiral calix[4]arenes substituted at the lower rim were readily synthesized and applied to catalyze Henry reaction between aromatic aldehydes and nitromethane. Their organocatalytic reaction can afford the desired products in excellent yields (up to 99%) but poor enantioselectivities (up to 7.5% ee).Sociedade Brasileira de Química2017-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000801363Journal of the Brazilian Chemical Society v.28 n.8 2017reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20160307info:eu-repo/semantics/openAccessChang,Ming-LiangHe,YongZhou,JingLi,Shao-Yongeng2017-07-18T00:00:00Zoai:scielo:S0103-50532017000801363Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2017-07-18T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
title Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
spellingShingle Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
Chang,Ming-Liang
inherently chiral
calix[4]arene
asymmetric catalysis
Henry reaction
title_short Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
title_full Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
title_fullStr Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
title_full_unstemmed Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
title_sort Synthesis of N,O-Type Inherently Chiral Calix[4]arenes Substituted on the Lower Rim and their Organocatalysis Properties
author Chang,Ming-Liang
author_facet Chang,Ming-Liang
He,Yong
Zhou,Jing
Li,Shao-Yong
author_role author
author2 He,Yong
Zhou,Jing
Li,Shao-Yong
author2_role author
author
author
dc.contributor.author.fl_str_mv Chang,Ming-Liang
He,Yong
Zhou,Jing
Li,Shao-Yong
dc.subject.por.fl_str_mv inherently chiral
calix[4]arene
asymmetric catalysis
Henry reaction
topic inherently chiral
calix[4]arene
asymmetric catalysis
Henry reaction
description This work presented the first study of organocatalytic behaviors of inherently chiral calix[4]arenes substituted at the lower rim. A pair of N, O-type enantiomers based on inherently chiral calix[4]arenes substituted at the lower rim were readily synthesized and applied to catalyze Henry reaction between aromatic aldehydes and nitromethane. Their organocatalytic reaction can afford the desired products in excellent yields (up to 99%) but poor enantioselectivities (up to 7.5% ee).
publishDate 2017
dc.date.none.fl_str_mv 2017-08-01
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=S0103-50532017000801363
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000801363
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20160307
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.28 n.8 2017
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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