Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phas...

Autores
Martinez Amezaga, Maitena; Delpiccolo, Carina Maria Lujan; Mendez, Luciana; Dragutan, Ileana; Dragutan, Valerian; Mata, Ernesto Gabino
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
This contribution showcases the interplay of several non-metathetic reactions (isomerization, silylation and “hydrogen-free” reduction) with metathesis in systems comprising a functionalized olefin and a soluble or resin-immobilized silane. These competing, one-pot reactions occur under activation by second-generation Ru-alkylidene catalysts. Different olefinic substrates were used to study the influence of the substitution pattern on the reaction outcome. Emphasis is placed upon the rarely reported yet important transformations implying a solid phase-supported silane reagent. Catalytic species involved in and reaction pathways accounting for these concurrent processes are evidenced. An unexpected result of this research was the clearly proved partial binding of the olefin to the resin, thereby removing it from the reacting ensemble.
Fil: Martinez Amezaga, Maitena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Delpiccolo, Carina Maria Lujan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Mendez, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Dragutan, Ileana. Romanian Academy. Institute of Organic Chemistry; Rumania
Fil: Dragutan, Valerian. Romanian Academy. Institute of Organic Chemistry; Rumania
Fil: Mata, Ernesto Gabino. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Materia
CROSS-METATHESIS
ISOMERIZATION
OLEFINS
REDUCTION
RUTHENIUM CATALYST
SILYLATION
SOLID-PHASE
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/63877
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/63877
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phaseMartinez Amezaga, MaitenaDelpiccolo, Carina Maria LujanMendez, LucianaDragutan, IleanaDragutan, ValerianMata, Ernesto GabinoCROSS-METATHESISISOMERIZATIONOLEFINSREDUCTIONRUTHENIUM CATALYSTSILYLATIONSOLID-PHASEhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1This contribution showcases the interplay of several non-metathetic reactions (isomerization, silylation and “hydrogen-free” reduction) with metathesis in systems comprising a functionalized olefin and a soluble or resin-immobilized silane. These competing, one-pot reactions occur under activation by second-generation Ru-alkylidene catalysts. Different olefinic substrates were used to study the influence of the substitution pattern on the reaction outcome. Emphasis is placed upon the rarely reported yet important transformations implying a solid phase-supported silane reagent. Catalytic species involved in and reaction pathways accounting for these concurrent processes are evidenced. An unexpected result of this research was the clearly proved partial binding of the olefin to the resin, thereby removing it from the reacting ensemble.Fil: Martinez Amezaga, Maitena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Delpiccolo, Carina Maria Lujan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Mendez, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Dragutan, Ileana. Romanian Academy. Institute of Organic Chemistry; RumaniaFil: Dragutan, Valerian. Romanian Academy. Institute of Organic Chemistry; RumaniaFil: Mata, Ernesto Gabino. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaMDPI2017-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/63877Martinez Amezaga, Maitena; Delpiccolo, Carina Maria Lujan; Mendez, Luciana; Dragutan, Ileana; Dragutan, Valerian; et al.; Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase; MDPI; Catalysts; 7; 4; 4-2017; 111-1252073-4344CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.3390/catal7040111info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2073-4344/7/4/111info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-15T15:32:25Zoai:ri.conicet.gov.ar:11336/63877instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-15 15:32:25.38CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
title Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
spellingShingle Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
Martinez Amezaga, Maitena
CROSS-METATHESIS
ISOMERIZATION
OLEFINS
REDUCTION
RUTHENIUM CATALYST
SILYLATION
SOLID-PHASE
title_short Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
title_full Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
title_fullStr Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
title_full_unstemmed Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
title_sort Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
dc.creator.none.fl_str_mv Martinez Amezaga, Maitena
Delpiccolo, Carina Maria Lujan
Mendez, Luciana
Dragutan, Ileana
Dragutan, Valerian
Mata, Ernesto Gabino
author Martinez Amezaga, Maitena
author_facet Martinez Amezaga, Maitena
Delpiccolo, Carina Maria Lujan
Mendez, Luciana
Dragutan, Ileana
Dragutan, Valerian
Mata, Ernesto Gabino
author_role author
author2 Delpiccolo, Carina Maria Lujan
Mendez, Luciana
Dragutan, Ileana
Dragutan, Valerian
Mata, Ernesto Gabino
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv CROSS-METATHESIS
ISOMERIZATION
OLEFINS
REDUCTION
RUTHENIUM CATALYST
SILYLATION
SOLID-PHASE
topic CROSS-METATHESIS
ISOMERIZATION
OLEFINS
REDUCTION
RUTHENIUM CATALYST
SILYLATION
SOLID-PHASE
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv This contribution showcases the interplay of several non-metathetic reactions (isomerization, silylation and “hydrogen-free” reduction) with metathesis in systems comprising a functionalized olefin and a soluble or resin-immobilized silane. These competing, one-pot reactions occur under activation by second-generation Ru-alkylidene catalysts. Different olefinic substrates were used to study the influence of the substitution pattern on the reaction outcome. Emphasis is placed upon the rarely reported yet important transformations implying a solid phase-supported silane reagent. Catalytic species involved in and reaction pathways accounting for these concurrent processes are evidenced. An unexpected result of this research was the clearly proved partial binding of the olefin to the resin, thereby removing it from the reacting ensemble.
Fil: Martinez Amezaga, Maitena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Delpiccolo, Carina Maria Lujan. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Mendez, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Dragutan, Ileana. Romanian Academy. Institute of Organic Chemistry; Rumania
Fil: Dragutan, Valerian. Romanian Academy. Institute of Organic Chemistry; Rumania
Fil: Mata, Ernesto Gabino. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
description This contribution showcases the interplay of several non-metathetic reactions (isomerization, silylation and “hydrogen-free” reduction) with metathesis in systems comprising a functionalized olefin and a soluble or resin-immobilized silane. These competing, one-pot reactions occur under activation by second-generation Ru-alkylidene catalysts. Different olefinic substrates were used to study the influence of the substitution pattern on the reaction outcome. Emphasis is placed upon the rarely reported yet important transformations implying a solid phase-supported silane reagent. Catalytic species involved in and reaction pathways accounting for these concurrent processes are evidenced. An unexpected result of this research was the clearly proved partial binding of the olefin to the resin, thereby removing it from the reacting ensemble.
publishDate 2017
dc.date.none.fl_str_mv 2017-04
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/63877
Martinez Amezaga, Maitena; Delpiccolo, Carina Maria Lujan; Mendez, Luciana; Dragutan, Ileana; Dragutan, Valerian; et al.; Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase; MDPI; Catalysts; 7; 4; 4-2017; 111-125
2073-4344
CONICET Digital
CONICET
url http://hdl.handle.net/11336/63877
identifier_str_mv Martinez Amezaga, Maitena; Delpiccolo, Carina Maria Lujan; Mendez, Luciana; Dragutan, Ileana; Dragutan, Valerian; et al.; Unprecedented multifunctionality of grubbs and hoveyda–grubbs catalysts: Competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase; MDPI; Catalysts; 7; 4; 4-2017; 111-125
2073-4344
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.3390/catal7040111
info:eu-repo/semantics/altIdentifier/url/https://www.mdpi.com/2073-4344/7/4/111
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 13.221938

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