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

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 b...

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Detalhes bibliográficos
Autores: Martinez Amezaga, Maitena, Delpiccolo, Carina Maria Lujan, Mendez, Luciana, Dragutan, Ileana, Dragutan, Valerian, Mata, Ernesto Gabino
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2017
País:Argentina
Recursos:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositório:CONICET Digital (CONICET)
Idioma:inglês
OAI Identifier:oai:ri.conicet.gov.ar:11336/63877
Acesso em linha:http://hdl.handle.net/11336/63877
Access Level:Acceso aberto
Palavra-chave:CROSS-METATHESIS
ISOMERIZATION
OLEFINS
REDUCTION
RUTHENIUM CATALYST
SILYLATION
SOLID-PHASE
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descrição
Resumo: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.