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 activatio...

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Autores principales: Martinez-Amezaga, Maitena, Delpiccolo, Carina M. L., Méndez, Luciana, Dragutan, Ileana, Dragutan, Valerian, Mata, Ernesto Gabino
Formato: article artículo publishedVersion
Lenguaje:Inglés
Publicado: MDPI 2020
Materias:
Acceso en línea:http://hdl.handle.net/2133/19494
http://hdl.handle.net/2133/19494
Aporte de:
id I15-R121-2133-19494
record_format dspace
institution Universidad Nacional de Rosario
institution_str I-15
repository_str R-121
collection Repositorio Hipermedial de la Universidad Nacional de Rosario (UNR)
language Inglés
orig_language_str_mv eng
topic Cross-metathesis
Reduction
Silylation
Isomerization
Solid-phase
Alkenes
Ruthenium Catalyst
spellingShingle Cross-metathesis
Reduction
Silylation
Isomerization
Solid-phase
Alkenes
Ruthenium Catalyst
Martinez-Amezaga, Maitena
Delpiccolo, Carina M. L.
Méndez, Luciana
Dragutan, Ileana
Dragutan, Valerian
Mata, Ernesto Gabino
Unprecedented multifunctionality of Grubbs and Hoveyda–Grubbs catalysts: competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on solid phase
topic_facet Cross-metathesis
Reduction
Silylation
Isomerization
Solid-phase
Alkenes
Ruthenium Catalyst
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.
format article
artículo
publishedVersion
author Martinez-Amezaga, Maitena
Delpiccolo, Carina M. L.
Méndez, Luciana
Dragutan, Ileana
Dragutan, Valerian
Mata, Ernesto Gabino
author_facet Martinez-Amezaga, Maitena
Delpiccolo, Carina M. L.
Méndez, Luciana
Dragutan, Ileana
Dragutan, Valerian
Mata, Ernesto Gabino
author_sort Martinez-Amezaga, Maitena
title Unprecedented multifunctionality of Grubbs and Hoveyda–Grubbs catalysts: competitive isomerization, hydrogenation, silylation and metathesis occurring in solution and on 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
publisher MDPI
publishDate 2020
url http://hdl.handle.net/2133/19494
http://hdl.handle.net/2133/19494
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