Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions

Immobilized sterically demanding NHC-Au(I) complexes silica-[(IPrR)Au]Cl and silica-[(IAdPrR)Au]Cl are synthesized and characterized. These complexes are suitable catalysts in typical homogeneous Au(I)-catalyzed alkyne reactions such as hydration, hydroamination, hydroarylation, or cycloisomerizatio...

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Autores: Sarmiento, Jeymy T., Suarez Pantiga, Samuel, Olmos, Andrea, Varea, Teresa, Asensio, Gregorio
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2017
País:España
Institución:Universidad de Burgos (UBU)
Repositorio:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/8647
Acceso en línea:http://hdl.handle.net/10259/8647
Access Level:acceso abierto
Palabra clave:Gold catalysis
Immobilized catalyst
Flow chemistry
Alkyne
NHC ligand
Química orgánica
Chemistry, Organic
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spelling Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow ConditionsSarmiento, Jeymy T.Suarez Pantiga, SamuelOlmos, AndreaVarea, TeresaAsensio, GregorioGold catalysisImmobilized catalystFlow chemistryAlkyneNHC ligandQuímica orgánicaChemistry, OrganicImmobilized sterically demanding NHC-Au(I) complexes silica-[(IPrR)Au]Cl and silica-[(IAdPrR)Au]Cl are synthesized and characterized. These complexes are suitable catalysts in typical homogeneous Au(I)-catalyzed alkyne reactions such as hydration, hydroamination, hydroarylation, or cycloisomerization. The results obtained with the immobilized catalysts in reactions in batch are comparable to those obtained with their homogeneous counterparts with the advantage of easily recovered and recycled in successive reactions. Their catalytic activity decreases when reused in batch reactions, probably because of crushing that is associated with magnetic stirring. In contrast, these immobilized catalysts are very effective when used under continuous flow conditions in which the same cartridge can be used to catalyze different types of reaction successively for a long period without any noticeable loss of activity.Support for this work was provided by the Ministerio de Economı́a y Competitividad (MINECO) and European Community Founds (FEDER) (No. CTQ2014-52769-C3-2-R).ACS Publications202420242017info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfhttp://hdl.handle.net/10259/8647reponame:Repositorio Institucional de la Universidad de Burgos (RIUBU)instname:Universidad de Burgos (UBU)InglésACS Catalysis. 2017, V. 7, n. 10, p. 7146-7155https://doi.org/10.1021/acscatal.7b02142info:eu-repo/semantics/openAccessoai:riubu.ubu.es:10259/86472026-05-28T07:56:11Z
dc.title.none.fl_str_mv Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
title Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
spellingShingle Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
Sarmiento, Jeymy T.
Gold catalysis
Immobilized catalyst
Flow chemistry
Alkyne
NHC ligand
Química orgánica
Chemistry, Organic
title_short Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
title_full Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
title_fullStr Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
title_full_unstemmed Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
title_sort Silica-Immobilized NHC-Gold(I) Complexes: Versatile Catalysts for the Functionalization of Alkynes under Batch and Continuous Flow Conditions
dc.creator.none.fl_str_mv Sarmiento, Jeymy T.
Suarez Pantiga, Samuel
Olmos, Andrea
Varea, Teresa
Asensio, Gregorio
author Sarmiento, Jeymy T.
author_facet Sarmiento, Jeymy T.
Suarez Pantiga, Samuel
Olmos, Andrea
Varea, Teresa
Asensio, Gregorio
author_role author
author2 Suarez Pantiga, Samuel
Olmos, Andrea
Varea, Teresa
Asensio, Gregorio
author2_role author
author
author
author
dc.subject.none.fl_str_mv Gold catalysis
Immobilized catalyst
Flow chemistry
Alkyne
NHC ligand
Química orgánica
Chemistry, Organic
topic Gold catalysis
Immobilized catalyst
Flow chemistry
Alkyne
NHC ligand
Química orgánica
Chemistry, Organic
description Immobilized sterically demanding NHC-Au(I) complexes silica-[(IPrR)Au]Cl and silica-[(IAdPrR)Au]Cl are synthesized and characterized. These complexes are suitable catalysts in typical homogeneous Au(I)-catalyzed alkyne reactions such as hydration, hydroamination, hydroarylation, or cycloisomerization. The results obtained with the immobilized catalysts in reactions in batch are comparable to those obtained with their homogeneous counterparts with the advantage of easily recovered and recycled in successive reactions. Their catalytic activity decreases when reused in batch reactions, probably because of crushing that is associated with magnetic stirring. In contrast, these immobilized catalysts are very effective when used under continuous flow conditions in which the same cartridge can be used to catalyze different types of reaction successively for a long period without any noticeable loss of activity.
publishDate 2017
dc.date.none.fl_str_mv 2017
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10259/8647
url http://hdl.handle.net/10259/8647
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv ACS Catalysis. 2017, V. 7, n. 10, p. 7146-7155
https://doi.org/10.1021/acscatal.7b02142
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv reponame:Repositorio Institucional de la Universidad de Burgos (RIUBU)
instname:Universidad de Burgos (UBU)
instname_str Universidad de Burgos (UBU)
reponame_str Repositorio Institucional de la Universidad de Burgos (RIUBU)
collection Repositorio Institucional de la Universidad de Burgos (RIUBU)
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869408539156414464
score 15.300719

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