A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces

Vera, Seidl - Romero Cordero, Angel Heriberto - Heinemann, Frank W. - Scheurer, Andreas - Vogel, Carola S. - Unruh, Tobias - Wasserscheid, Peter - Meyer, Karstern

Resumen:

Adding to the versatile class of ionic liquids, we report the detailed structure and property analysis of a new lass of asymmetrically substituted imidazolium salts, offering interesting thermal characteristics, such as liquid rystalline behavior, polymorphism or glass transitions. A scalable general synthetic procedure for N-polyaryl-N’-alkyl-functionalized imidazolium salts with para-substituted linker (L) moieties at the aryl chain, namely LPhmImHR]+ (L=Br, CN, SMe, CO2Et, OH; m=2, 3; R=C12, PEGn; n=2, 3, 4), was developed. These imidazolium salts were studied by single-crystal X-ray diffraction (SC-XRD), NMR spectroscopy and thermochemical methods (DSC, TGA). Furthermore, these imidazolium salts were used as N-heterocyclic carbene (NHC) ligand precursors for mononuclear, first-row transition metal complexes (MnII, FeII, CoII, NiII, ZnII, CuI, AgI, AuI) and for the dinuclear Ti-supported Fe-NHC complex [(OPy)2Ti(OPh2ImC12)2(FeI2)] (OPy=pyridin-2-ylmethanolate). The complexes were studied concerning their structural and magnetic behavior via multi-nuclear NMR spectroscopy, SC-XRD analyses, variable temperature and field-dependent (VT-VF) SQUID magnetization methods, X-band EPR spectroscopy and, where appropriate, zero-field 57Fe Mössbauer spectroscopy.


Detalles Bibliográficos
2022
Imidazolium salts
Ionic Liquids
Electrochemistry
Inglés
Universidad de la República
COLIBRI
https://hdl.handle.net/20.500.12008/37936
Acceso abierto
Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0)
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author Vera, Seidl
author2 Romero Cordero, Angel Heriberto
Heinemann, Frank W.
Scheurer, Andreas
Vogel, Carola S.
Unruh, Tobias
Wasserscheid, Peter
Meyer, Karstern
author2_role author
author
author
author
author
author
author
author_facet Vera, Seidl
Romero Cordero, Angel Heriberto
Heinemann, Frank W.
Scheurer, Andreas
Vogel, Carola S.
Unruh, Tobias
Wasserscheid, Peter
Meyer, Karstern
author_role author
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collection COLIBRI
dc.contributor.filiacion.none.fl_str_mv Vera Seidl
Romero Cordero Angel Heriberto, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.
Heinemann Frank W.
Scheurer Andreas
Vogel Carola S.
Unruh Tobias
Wasserscheid Peter
Meyer Karstern
dc.creator.none.fl_str_mv Vera, Seidl
Romero Cordero, Angel Heriberto
Heinemann, Frank W.
Scheurer, Andreas
Vogel, Carola S.
Unruh, Tobias
Wasserscheid, Peter
Meyer, Karstern
dc.date.accessioned.none.fl_str_mv 2023-07-04T12:27:40Z
dc.date.available.none.fl_str_mv 2023-07-04T12:27:40Z
dc.date.issued.none.fl_str_mv 2022
dc.description.abstract.none.fl_txt_mv Adding to the versatile class of ionic liquids, we report the detailed structure and property analysis of a new lass of asymmetrically substituted imidazolium salts, offering interesting thermal characteristics, such as liquid rystalline behavior, polymorphism or glass transitions. A scalable general synthetic procedure for N-polyaryl-N’-alkyl-functionalized imidazolium salts with para-substituted linker (L) moieties at the aryl chain, namely LPhmImHR]+ (L=Br, CN, SMe, CO2Et, OH; m=2, 3; R=C12, PEGn; n=2, 3, 4), was developed. These imidazolium salts were studied by single-crystal X-ray diffraction (SC-XRD), NMR spectroscopy and thermochemical methods (DSC, TGA). Furthermore, these imidazolium salts were used as N-heterocyclic carbene (NHC) ligand precursors for mononuclear, first-row transition metal complexes (MnII, FeII, CoII, NiII, ZnII, CuI, AgI, AuI) and for the dinuclear Ti-supported Fe-NHC complex [(OPy)2Ti(OPh2ImC12)2(FeI2)] (OPy=pyridin-2-ylmethanolate). The complexes were studied concerning their structural and magnetic behavior via multi-nuclear NMR spectroscopy, SC-XRD analyses, variable temperature and field-dependent (VT-VF) SQUID magnetization methods, X-band EPR spectroscopy and, where appropriate, zero-field 57Fe Mössbauer spectroscopy.
dc.format.extent.es.fl_str_mv 13 h.
dc.format.mimetype.es.fl_str_mv application/pdf
dc.identifier.citation.es.fl_str_mv Vera, S, Romero Cordero, A, Heinemann, F, [y otros autores]. "A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces". Chemistry-A European Journal. [en línea] 2022, 28(20): e202200100.13 h.
dc.identifier.doi.none.fl_str_mv 10.1002/chem.202200100
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/20.500.12008/37936
dc.language.iso.none.fl_str_mv en_US
eng
dc.publisher.es.fl_str_mv Wiley-VCH GmbH
dc.relation.ispartof.es.fl_str_mv Chemistry-A European Journal, 2022, 28(20): e202200100.
dc.rights.license.none.fl_str_mv Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0)
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
dc.source.none.fl_str_mv reponame:COLIBRI
instname:Universidad de la República
instacron:Universidad de la República
dc.subject.es.fl_str_mv Imidazolium salts
Ionic Liquids
Electrochemistry
dc.title.none.fl_str_mv A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
dc.type.es.fl_str_mv Artículo
dc.type.none.fl_str_mv info:eu-repo/semantics/article
dc.type.version.none.fl_str_mv info:eu-repo/semantics/publishedVersion
description Adding to the versatile class of ionic liquids, we report the detailed structure and property analysis of a new lass of asymmetrically substituted imidazolium salts, offering interesting thermal characteristics, such as liquid rystalline behavior, polymorphism or glass transitions. A scalable general synthetic procedure for N-polyaryl-N’-alkyl-functionalized imidazolium salts with para-substituted linker (L) moieties at the aryl chain, namely LPhmImHR]+ (L=Br, CN, SMe, CO2Et, OH; m=2, 3; R=C12, PEGn; n=2, 3, 4), was developed. These imidazolium salts were studied by single-crystal X-ray diffraction (SC-XRD), NMR spectroscopy and thermochemical methods (DSC, TGA). Furthermore, these imidazolium salts were used as N-heterocyclic carbene (NHC) ligand precursors for mononuclear, first-row transition metal complexes (MnII, FeII, CoII, NiII, ZnII, CuI, AgI, AuI) and for the dinuclear Ti-supported Fe-NHC complex [(OPy)2Ti(OPh2ImC12)2(FeI2)] (OPy=pyridin-2-ylmethanolate). The complexes were studied concerning their structural and magnetic behavior via multi-nuclear NMR spectroscopy, SC-XRD analyses, variable temperature and field-dependent (VT-VF) SQUID magnetization methods, X-band EPR spectroscopy and, where appropriate, zero-field 57Fe Mössbauer spectroscopy.
eu_rights_str_mv openAccess
format article
id COLIBRI_4ac729444a5773de92f70b5e96f4fcde
identifier_str_mv Vera, S, Romero Cordero, A, Heinemann, F, [y otros autores]. "A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces". Chemistry-A European Journal. [en línea] 2022, 28(20): e202200100.13 h.
10.1002/chem.202200100
instacron_str Universidad de la República
institution Universidad de la República
instname_str Universidad de la República
language eng
language_invalid_str_mv en_US
network_acronym_str COLIBRI
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publishDate 2022
reponame_str COLIBRI
repository.mail.fl_str_mv mabel.seroubian@seciu.edu.uy
repository.name.fl_str_mv COLIBRI - Universidad de la República
repository_id_str 4771
rights_invalid_str_mv Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0)
spelling Vera SeidlRomero Cordero Angel Heriberto, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.Heinemann Frank W.Scheurer AndreasVogel Carola S.Unruh TobiasWasserscheid PeterMeyer Karstern2023-07-04T12:27:40Z2023-07-04T12:27:40Z2022Vera, S, Romero Cordero, A, Heinemann, F, [y otros autores]. "A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces". Chemistry-A European Journal. [en línea] 2022, 28(20): e202200100.13 h.https://hdl.handle.net/20.500.12008/3793610.1002/chem.202200100Adding to the versatile class of ionic liquids, we report the detailed structure and property analysis of a new lass of asymmetrically substituted imidazolium salts, offering interesting thermal characteristics, such as liquid rystalline behavior, polymorphism or glass transitions. A scalable general synthetic procedure for N-polyaryl-N’-alkyl-functionalized imidazolium salts with para-substituted linker (L) moieties at the aryl chain, namely LPhmImHR]+ (L=Br, CN, SMe, CO2Et, OH; m=2, 3; R=C12, PEGn; n=2, 3, 4), was developed. These imidazolium salts were studied by single-crystal X-ray diffraction (SC-XRD), NMR spectroscopy and thermochemical methods (DSC, TGA). Furthermore, these imidazolium salts were used as N-heterocyclic carbene (NHC) ligand precursors for mononuclear, first-row transition metal complexes (MnII, FeII, CoII, NiII, ZnII, CuI, AgI, AuI) and for the dinuclear Ti-supported Fe-NHC complex [(OPy)2Ti(OPh2ImC12)2(FeI2)] (OPy=pyridin-2-ylmethanolate). The complexes were studied concerning their structural and magnetic behavior via multi-nuclear NMR spectroscopy, SC-XRD analyses, variable temperature and field-dependent (VT-VF) SQUID magnetization methods, X-band EPR spectroscopy and, where appropriate, zero-field 57Fe Mössbauer spectroscopy.Submitted by Farías Verónica (vfarias@fcien.edu.uy) on 2023-07-03T21:24:23Z No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 101002chem202200100.pdf: 8255718 bytes, checksum: deb7fed3c8baff6b9701a69e77de5039 (MD5)Approved for entry into archive by Faget Cecilia (lfaget@fcien.edu.uy) on 2023-07-04T12:04:49Z (GMT) No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 101002chem202200100.pdf: 8255718 bytes, checksum: deb7fed3c8baff6b9701a69e77de5039 (MD5)Made available in DSpace by Luna Fabiana (fabiana.luna@seciu.edu.uy) on 2023-07-04T12:27:40Z (GMT). No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 101002chem202200100.pdf: 8255718 bytes, checksum: deb7fed3c8baff6b9701a69e77de5039 (MD5) Previous issue date: 202213 h.application/pdfen_USengWiley-VCH GmbHChemistry-A European Journal, 2022, 28(20): e202200100.Las obras depositadas en el Repositorio se rigen por la Ordenanza de los Derechos de la Propiedad Intelectual de la Universidad de la República.(Res. Nº 91 de C.D.C. de 8/III/1994 – D.O. 7/IV/1994) y por la Ordenanza del Repositorio Abierto de la Universidad de la República (Res. 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- Universidad de la Repúblicafalse
spellingShingle A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
Vera, Seidl
Imidazolium salts
Ionic Liquids
Electrochemistry
status_str publishedVersion
title A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
title_full A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
title_fullStr A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
title_full_unstemmed A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
title_short A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
title_sort A new class of task-specific imidazolium salts and ionic liquids and their corresponding transition-metal complexes for immobilization on electrochemically active surfaces
topic Imidazolium salts
Ionic Liquids
Electrochemistry
url https://hdl.handle.net/20.500.12008/37936