Introducing the Catalytic Amination of Silanes via Nitrene Insertion

The direct functionalization of Si−H bonds by the nitrene insertion methodology is described. A copper(I) complex bearing a trispyrazolylborate ligand catalyzes the transfer of a nitrene group from PhINTs to the Si−H bond of silanes, disilanes, and siloxanes, leading to the exclusive formation of S...

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Autores: Moreno Rodríguez, Anabel, Pérez Ruíz, Jorge, Molina González, Francisco, Poveda, Ana, Pérez Soto, Raúl, Maseras, Feliu, Díaz Requejo, María Mar, Pérez Romero, Pedro José
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Universidad de Huelva (UHU)
Repositorio:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Idioma:inglés
OAI Identifier:oai:ariasmontano.uhu.es:10272/21350
Acceso en línea:https://hdl.handle.net/10272/21350
Access Level:acceso abierto
Palabra clave:Catalysts
Functionalization
Group 14 compounds
Hydrocarbons
Inorganic compounds
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spelling Introducing the Catalytic Amination of Silanes via Nitrene InsertionMoreno Rodríguez, AnabelPérez Ruíz, JorgeMolina González, FranciscoPoveda, AnaPérez Soto, RaúlMaseras, FeliuDíaz Requejo, María MarPérez Romero, Pedro JoséCatalystsFunctionalizationGroup 14 compoundsHydrocarbonsInorganic compoundsThe direct functionalization of Si−H bonds by the nitrene insertion methodology is described. A copper(I) complex bearing a trispyrazolylborate ligand catalyzes the transfer of a nitrene group from PhINTs to the Si−H bond of silanes, disilanes, and siloxanes, leading to the exclusive formation of Si−NH moieties in the first example of this transformation. The process tolerates other functionalities in the substrate such as several C−H bonds and alkyne and alkene moieties directly bonded to the silicon center. Density functional theory (DFT) calculations provide a mechanistic interpretation consisting of a Si−H homolytic cleavage and subsequent rebound to the Si-centered radical.American Chemical Society20222022-06-0120222022-06-01journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/10272/21350reponame:Arias Montano. Repositorio Institucional de la Universidad de Huelvainstname:Universidad de Huelva (UHU)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2Atribución-NoComercial-SinDerivadas 3.0 Españahttp://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:ariasmontano.uhu.es:10272/213502026-06-02T14:58:11Z
dc.title.none.fl_str_mv Introducing the Catalytic Amination of Silanes via Nitrene Insertion
title Introducing the Catalytic Amination of Silanes via Nitrene Insertion
spellingShingle Introducing the Catalytic Amination of Silanes via Nitrene Insertion
Moreno Rodríguez, Anabel
Catalysts
Functionalization
Group 14 compounds
Hydrocarbons
Inorganic compounds
title_short Introducing the Catalytic Amination of Silanes via Nitrene Insertion
title_full Introducing the Catalytic Amination of Silanes via Nitrene Insertion
title_fullStr Introducing the Catalytic Amination of Silanes via Nitrene Insertion
title_full_unstemmed Introducing the Catalytic Amination of Silanes via Nitrene Insertion
title_sort Introducing the Catalytic Amination of Silanes via Nitrene Insertion
dc.creator.none.fl_str_mv Moreno Rodríguez, Anabel
Pérez Ruíz, Jorge
Molina González, Francisco
Poveda, Ana
Pérez Soto, Raúl
Maseras, Feliu
Díaz Requejo, María Mar
Pérez Romero, Pedro José
author Moreno Rodríguez, Anabel
author_facet Moreno Rodríguez, Anabel
Pérez Ruíz, Jorge
Molina González, Francisco
Poveda, Ana
Pérez Soto, Raúl
Maseras, Feliu
Díaz Requejo, María Mar
Pérez Romero, Pedro José
author_role author
author2 Pérez Ruíz, Jorge
Molina González, Francisco
Poveda, Ana
Pérez Soto, Raúl
Maseras, Feliu
Díaz Requejo, María Mar
Pérez Romero, Pedro José
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv
dc.subject.none.fl_str_mv Catalysts
Functionalization
Group 14 compounds
Hydrocarbons
Inorganic compounds
topic Catalysts
Functionalization
Group 14 compounds
Hydrocarbons
Inorganic compounds
description The direct functionalization of Si−H bonds by the nitrene insertion methodology is described. A copper(I) complex bearing a trispyrazolylborate ligand catalyzes the transfer of a nitrene group from PhINTs to the Si−H bond of silanes, disilanes, and siloxanes, leading to the exclusive formation of Si−NH moieties in the first example of this transformation. The process tolerates other functionalities in the substrate such as several C−H bonds and alkyne and alkene moieties directly bonded to the silicon center. Density functional theory (DFT) calculations provide a mechanistic interpretation consisting of a Si−H homolytic cleavage and subsequent rebound to the Si-centered radical.
publishDate 2022
dc.date.none.fl_str_mv 2022
2022-06-01
2022
2022-06-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/10272/21350
url https://hdl.handle.net/10272/21350
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución-NoComercial-SinDerivadas 3.0 España
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Atribución-NoComercial-SinDerivadas 3.0 España
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv reponame:Arias Montano. Repositorio Institucional de la Universidad de Huelva
instname:Universidad de Huelva (UHU)
instname_str Universidad de Huelva (UHU)
reponame_str Arias Montano. Repositorio Institucional de la Universidad de Huelva
collection Arias Montano. Repositorio Institucional de la Universidad de Huelva
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.811543

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