Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis

A family of phosphine ligands containing a five‐membered ring similar to the popular N‐heterocyclic carbene ligands and an alkoxy third substituent has been developed. These alkoxydiaminophosphine ligands (ADAP) can be generated in one pot and reacted with a copper(I) source leading to the high yiel...

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Detalhes bibliográficos
Autores: Pizarro, Juan Diego, Molina González, Francisco, Romero Fructos-Vázquez, Manuel, Pérez Romero, Pedro José
Tipo de documento: artigo
Data de publicação:2020
País:España
Recursos:Universidad de Huelva (UHU)
Repositório:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Idioma:inglês
OAI Identifier:oai:ariasmontano.uhu.es:10272/19647
Acesso em linha:http://hdl.handle.net/10272/19647
Access Level:Acceso aberto
Palavra-chave:Alkoxydiaminophosphine ligands
Copper phosphine complexes
C-H activation
Carbene and nitrene transfer
CuAAC
23 Química
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spelling Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper CatalysisPizarro, Juan DiegoMolina González, FranciscoRomero Fructos-Vázquez, ManuelPérez Romero, Pedro JoséAlkoxydiaminophosphine ligandsCopper phosphine complexesC-H activationCarbene and nitrene transferCuAAC23 QuímicaA family of phosphine ligands containing a five‐membered ring similar to the popular N‐heterocyclic carbene ligands and an alkoxy third substituent has been developed. These alkoxydiaminophosphine ligands (ADAP) can be generated in one pot and reacted with a copper(I) source leading to the high yield isolation of complexes [(ADAP)CuX]2 (X=Cl, Br). The dinuclear nature of these compounds has been established by means of X‐ray studies and DOSY experiments. A screening of the catalytic properties of these complexes toward carbene‐transfer reactions from diazocompounds to C−H bonds (alkane, arene), olefins or N−H bonds, as well as in CuAAC or nitrene transfer reactions have shown a performance at least similar, if not better, than their (NHC)CuCl analogues, opening a new window in copper catalysis with these readily tunable ADAP ligands.Wiley20202020-08-0120202020-08-01journal articlehttp://purl.org/coar/resource_type/c_6501AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10272/19647reponame: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:10272/196472026-06-02T14:58:11Z
dc.title.none.fl_str_mv Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
title Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
spellingShingle Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
Pizarro, Juan Diego
Alkoxydiaminophosphine ligands
Copper phosphine complexes
C-H activation
Carbene and nitrene transfer
CuAAC
23 Química
title_short Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
title_full Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
title_fullStr Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
title_full_unstemmed Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
title_sort Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis
dc.creator.none.fl_str_mv Pizarro, Juan Diego
Molina González, Francisco
Romero Fructos-Vázquez, Manuel
Pérez Romero, Pedro José
author Pizarro, Juan Diego
author_facet Pizarro, Juan Diego
Molina González, Francisco
Romero Fructos-Vázquez, Manuel
Pérez Romero, Pedro José
author_role author
author2 Molina González, Francisco
Romero Fructos-Vázquez, Manuel
Pérez Romero, Pedro José
author2_role author
author
author
dc.contributor.none.fl_str_mv
dc.subject.none.fl_str_mv Alkoxydiaminophosphine ligands
Copper phosphine complexes
C-H activation
Carbene and nitrene transfer
CuAAC
23 Química
topic Alkoxydiaminophosphine ligands
Copper phosphine complexes
C-H activation
Carbene and nitrene transfer
CuAAC
23 Química
description A family of phosphine ligands containing a five‐membered ring similar to the popular N‐heterocyclic carbene ligands and an alkoxy third substituent has been developed. These alkoxydiaminophosphine ligands (ADAP) can be generated in one pot and reacted with a copper(I) source leading to the high yield isolation of complexes [(ADAP)CuX]2 (X=Cl, Br). The dinuclear nature of these compounds has been established by means of X‐ray studies and DOSY experiments. A screening of the catalytic properties of these complexes toward carbene‐transfer reactions from diazocompounds to C−H bonds (alkane, arene), olefins or N−H bonds, as well as in CuAAC or nitrene transfer reactions have shown a performance at least similar, if not better, than their (NHC)CuCl analogues, opening a new window in copper catalysis with these readily tunable ADAP ligands.
publishDate 2020
dc.date.none.fl_str_mv 2020
2020-08-01
2020
2020-08-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10272/19647
url http://hdl.handle.net/10272/19647
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 Wiley
publisher.none.fl_str_mv Wiley
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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