Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes

7 p.

Detalhes bibliográficos
Autores: Sanchez, Adrián, Sanz Garrido, Jorge|||0000-0002-1077-4056, Carrasco, Carlos J., Montilla, Francisco, Álvarez, Eleuterio, González Arellano, María Del Camino|||0000-0003-3393-2130, Flores Serrano, Juan Carlos|||0000-0001-6356-555X, Galindo, Agustin
Tipo de documento: artigo
Data de publicação:2022
País:España
Recursos:Universidad de Alcalá (UAH)
Repositório:e_Buah Biblioteca Digital Universidad de Alcalá
Idioma:inglês
OAI Identifier:oai:ebuah.uah.es:10017/66892
Acesso em linha:http://hdl.handle.net/10017/66892
https://dx.doi.org/10.1016/j.ica.2022.120946
Access Level:Acceso aberto
Palavra-chave:NHC-carboxylate
Chiral
Palladium
NickelX-ray
Química
Chemistry
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spelling Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexesSanchez, AdriánSanz Garrido, Jorge|||0000-0002-1077-4056Carrasco, Carlos J.Montilla, FranciscoÁlvarez, EleuterioGonzález Arellano, María Del Camino|||0000-0003-3393-2130Flores Serrano, Juan Carlos|||0000-0001-6356-555XGalindo, AgustinNHC-carboxylateChiralPalladiumNickelX-rayQuímicaChemistry7 p.Complexes [Pd{(S)-NHCMes,R}(2)] (R = Me, 2a; Pr-i, 2b; Bu-i, 2c) and [Pd{(R)-NHCMes,Me}(2)] (2a') were prepared by reaction of the corresponding imidazolium precursor [Im(Mes,R)] (namely (S)-2-alkyl(3-mesityl-1H-imidazol-3-ium-1-yl)acetate, 1a-c, and (R)-2-methyl(3-mesityl-1H-imidazol-3-ium-1-yl)acetate, 1a'), with Ag2O and sub-sequent interaction with Pd(OAc)(2), under appropriate conditions. Alternatively, complexes 2 were also obtained by treating compounds [Im(Mes,R)], 1, with an in-situ prepared lithium diisopropylamide solution and then reaction with [Pd(OAc)(2)]. On the other hand, the nickel complex [Ni{(S)-NHCMes,iPr}(2)], 3b, was synthesized by the interaction of the complex [NiCp2] (Cp = eta(5)-C5H5) with [Im(Mes,iPr)], 1b, in THF. If this reaction was carried out in acetonitrile, a mixture of complex 3b and the cyclopentadienyl monocarbene complex [NiCp{(S)-NHCMes,iPr}], 4b, was obtained. Similarly to 2b, compound 3b was also prepared by the in-situ formation of the carbene [(S)- NHCMes,iPr](-) and then reaction with [NiBr2(dme)] (dme = 1,2-dimethoxyethane). Complexes 2, 3 and 4 were obtained with good yields and fully characterized by analytical (HR-ESI and microanalysis), spectroscopic (IR, H-1 and C-13 NMR and polarimetry) and X-ray methods (2c). In the solid state, 2c is a square planar complex con-taining two [(S)-NHCMes,iBu](-) ligands coordinated in a kappa(2)-C,O fashion, where the carbene and carboxylate donors have the expected trans configuration. The existence of two possible conformers of complexes 2 and 3 was analyzed using DFT methods.Ministerio de Ciencia e InnovaciónUniversidad de AlcaláComunidad de MadridJunta de AndalucíaEuropean Social FundElsevier20222022-06-01journal articlehttp://purl.org/coar/resource_type/c_6501NAhttp://purl.org/coar/version/c_be7fb7dd8ff6fe43info:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10017/66892https://dx.doi.org/10.1016/j.ica.2022.120946reponame:e_Buah Biblioteca Digital Universidad de Alcaláinstname:Universidad de Alcalá (UAH)InglésengMCIN Not available PGC2018-093443-B-I00MCIN Not available PID2020-114637GB-I00Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available EPU-INV%2F2020open accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:ebuah.uah.es:10017/668922026-06-18T11:13:07Z
dc.title.none.fl_str_mv Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
title Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
spellingShingle Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
Sanchez, Adrián
NHC-carboxylate
Chiral
Palladium
NickelX-ray
Química
Chemistry
title_short Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
title_full Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
title_fullStr Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
title_full_unstemmed Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
title_sort Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
dc.creator.none.fl_str_mv Sanchez, Adrián
Sanz Garrido, Jorge|||0000-0002-1077-4056
Carrasco, Carlos J.
Montilla, Francisco
Álvarez, Eleuterio
González Arellano, María Del Camino|||0000-0003-3393-2130
Flores Serrano, Juan Carlos|||0000-0001-6356-555X
Galindo, Agustin
author Sanchez, Adrián
author_facet Sanchez, Adrián
Sanz Garrido, Jorge|||0000-0002-1077-4056
Carrasco, Carlos J.
Montilla, Francisco
Álvarez, Eleuterio
González Arellano, María Del Camino|||0000-0003-3393-2130
Flores Serrano, Juan Carlos|||0000-0001-6356-555X
Galindo, Agustin
author_role author
author2 Sanz Garrido, Jorge|||0000-0002-1077-4056
Carrasco, Carlos J.
Montilla, Francisco
Álvarez, Eleuterio
González Arellano, María Del Camino|||0000-0003-3393-2130
Flores Serrano, Juan Carlos|||0000-0001-6356-555X
Galindo, Agustin
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv NHC-carboxylate
Chiral
Palladium
NickelX-ray
Química
Chemistry
topic NHC-carboxylate
Chiral
Palladium
NickelX-ray
Química
Chemistry
description 7 p.
publishDate 2022
dc.date.none.fl_str_mv 2022
2022-06-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
NA
http://purl.org/coar/version/c_be7fb7dd8ff6fe43
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10017/66892
https://dx.doi.org/10.1016/j.ica.2022.120946
url http://hdl.handle.net/10017/66892
https://dx.doi.org/10.1016/j.ica.2022.120946
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv MCIN Not available PGC2018-093443-B-I00
MCIN Not available PID2020-114637GB-I00
Comunidad de Madrid http://dx.doi.org/10.13039/100012818 Not available EPU-INV%2F2020
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
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
Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:e_Buah Biblioteca Digital Universidad de Alcalá
instname:Universidad de Alcalá (UAH)
instname_str Universidad de Alcalá (UAH)
reponame_str e_Buah Biblioteca Digital Universidad de Alcalá
collection e_Buah Biblioteca Digital Universidad de Alcalá
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