Synthesis and characterization of chiral bidentate bis(N-heterocyclic carbene)-carboxylate palladium and nickel complexes
7 p.
| Autores: | , , , , , , , |
|---|---|
| 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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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) |
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Universidad de Alcalá (UAH) |
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e_Buah Biblioteca Digital Universidad de Alcalá |
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e_Buah Biblioteca Digital Universidad de Alcalá |
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