Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential...

Autores: Sadhukhan, Dipali; Ray, Aurkie; Pilet, Guillaume; Rizzoli, Corrado; Rosair, Georgina M.; Gómez García, Carlos J.; Signorella, Sandra Rosanna; Bellú, Sebastián Eduardo; Mitra, Samiran
Año de publicación: 2011
Idioma: inglés
Tipo de recurso: artículo
Estado: versión publicada
Descripción: Three different ONO donor acetyl hydrazone Schiff bases have been synthesized from the condensation of acetic hydrazide with three different carbonyl compounds: salicylaldehyde (HL 1), 2-hydroxyacetophenone (HL 2), and 2, 3-dihydroxybenzaldehyde (HL 3). These tridentate ligands are reacted with Ni(OOCCF 3) 2· xH 2O to yield three new Ni(II) complexes having distorted octahedral geometry at each Ni center: [Ni(L 1)(OOCCF 3)(CH 3OH)] 2 (1), [Ni(L 2)(OOCCF 3)(H 2O)] 2 (2), and [Ni(L 3)(L 3H)] (OOCCF 3)(H 2O) 1.65(CH 3OH) 0.35 (3). The ligands and the complexes have been characterized by elemental analysis and IR and UV-vis spectroscopy, and the structures of the complexes have been established by single crystal X-ray diffraction (XRD) study. 1 and 2 are centrosymmetric dinuclear complexes and are structural isomers whereas 3 is a bis chelated cationic monomer coordinated by one neutral and one monoanionic ligand. O-H⋯O hydrogen bonds in 3 lead to the formation of a dimer. Slight steric and electronic modifications in the ligand backbone provoke differences in the supramolecular architectures of the complexes, leading to a variety of one, two, and three-dimensional hydrogen bonded networks in complexes 1-3 respectively. Variable temperature magnetic susceptibility measurements reveal that moderate antiferromagnetic interactions operate between phenoxo bridged Ni(II) dimers in 1 and 2 whereas very weak antiferromagnetic exchange occurs through hydrogen bonding and π-π stacking interactions in 3. All complexes are proved to be efficient catalysts for the epoxidation of alkenes by NaOCl under phase transfer condition. The efficiency of alkene epoxidation is dramatically enhanced by lowering the pH, and the reactions are supposed to involve high valent Ni III-OCl or Ni III-O· intermediates. 3 is the best epoxidation catalyst among the three complexes with 99% conversion and very high turnover number (TON, 396). © 2011 American Chemical Society.
Fil: Sadhukhan, Dipali. Jadavpur University; India
Fil: Ray, Aurkie. Jadavpur University; India
Fil: Pilet, Guillaume. Université Claude Bernard Lyon 1; Francia. Centre National de la Recherche Scientifique; Francia
Fil: Rizzoli, Corrado. Università di Parma; Italia
Fil: Rosair, Georgina M.. Heriot Watt University, Edinburgh; Reino Unido
Fil: Gómez García, Carlos J.. Universidad de Valencia; España
Fil: Signorella, Sandra Rosanna. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Bellú, Sebastián Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Mitra, Samiran. Jadavpur University; India
Materia: Hidrazone
Nickel(II)
Epoxidation
Alkene
Nivel de accesibilidad: acceso abierto
Condiciones de uso: https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
Institución: Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador: oai:ri.conicet.gov.ar:11336/127238

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spelling	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditionsSadhukhan, DipaliRay, AurkiePilet, GuillaumeRizzoli, CorradoRosair, Georgina M.Gómez García, Carlos J.Signorella, Sandra RosannaBellú, Sebastián EduardoMitra, SamiranHidrazoneNickel(II)EpoxidationAlkenehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Three different ONO donor acetyl hydrazone Schiff bases have been synthesized from the condensation of acetic hydrazide with three different carbonyl compounds: salicylaldehyde (HL 1), 2-hydroxyacetophenone (HL 2), and 2, 3-dihydroxybenzaldehyde (HL 3). These tridentate ligands are reacted with Ni(OOCCF 3) 2· xH 2O to yield three new Ni(II) complexes having distorted octahedral geometry at each Ni center: [Ni(L 1)(OOCCF 3)(CH 3OH)] 2 (1), [Ni(L 2)(OOCCF 3)(H 2O)] 2 (2), and [Ni(L 3)(L 3H)] (OOCCF 3)(H 2O) 1.65(CH 3OH) 0.35 (3). The ligands and the complexes have been characterized by elemental analysis and IR and UV-vis spectroscopy, and the structures of the complexes have been established by single crystal X-ray diffraction (XRD) study. 1 and 2 are centrosymmetric dinuclear complexes and are structural isomers whereas 3 is a bis chelated cationic monomer coordinated by one neutral and one monoanionic ligand. O-H⋯O hydrogen bonds in 3 lead to the formation of a dimer. Slight steric and electronic modifications in the ligand backbone provoke differences in the supramolecular architectures of the complexes, leading to a variety of one, two, and three-dimensional hydrogen bonded networks in complexes 1-3 respectively. Variable temperature magnetic susceptibility measurements reveal that moderate antiferromagnetic interactions operate between phenoxo bridged Ni(II) dimers in 1 and 2 whereas very weak antiferromagnetic exchange occurs through hydrogen bonding and π-π stacking interactions in 3. All complexes are proved to be efficient catalysts for the epoxidation of alkenes by NaOCl under phase transfer condition. The efficiency of alkene epoxidation is dramatically enhanced by lowering the pH, and the reactions are supposed to involve high valent Ni III-OCl or Ni III-O· intermediates. 3 is the best epoxidation catalyst among the three complexes with 99% conversion and very high turnover number (TON, 396). © 2011 American Chemical Society.Fil: Sadhukhan, Dipali. Jadavpur University; IndiaFil: Ray, Aurkie. Jadavpur University; IndiaFil: Pilet, Guillaume. Université Claude Bernard Lyon 1; Francia. Centre National de la Recherche Scientifique; FranciaFil: Rizzoli, Corrado. Università di Parma; ItaliaFil: Rosair, Georgina M.. Heriot Watt University, Edinburgh; Reino UnidoFil: Gómez García, Carlos J.. Universidad de Valencia; EspañaFil: Signorella, Sandra Rosanna. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Bellú, Sebastián Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Mitra, Samiran. Jadavpur University; IndiaAmerican Chemical Society2011-09-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/127238Sadhukhan, Dipali; Ray, Aurkie; Pilet, Guillaume; Rizzoli, Corrado; Rosair, Georgina M.; et al.; Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions; American Chemical Society; Inorganic Chemistry; 50; 17; 5-9-2011; 8326-83390020-1669CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi//10.1021/ic200846jinfo:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/ic200846jinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:57:23Zoai:ri.conicet.gov.ar:11336/127238instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-03 09:57:24.787CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
title	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
spellingShingle	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions Sadhukhan, Dipali Hidrazone Nickel(II) Epoxidation Alkene
title_short	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
title_full	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
title_fullStr	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
title_full_unstemmed	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
title_sort	Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions
dc.creator.none.fl_str_mv	Sadhukhan, Dipali Ray, Aurkie Pilet, Guillaume Rizzoli, Corrado Rosair, Georgina M. Gómez García, Carlos J. Signorella, Sandra Rosanna Bellú, Sebastián Eduardo Mitra, Samiran
author	Sadhukhan, Dipali
author_facet	Sadhukhan, Dipali Ray, Aurkie Pilet, Guillaume Rizzoli, Corrado Rosair, Georgina M. Gómez García, Carlos J. Signorella, Sandra Rosanna Bellú, Sebastián Eduardo Mitra, Samiran
author_role	author
author2	Ray, Aurkie Pilet, Guillaume Rizzoli, Corrado Rosair, Georgina M. Gómez García, Carlos J. Signorella, Sandra Rosanna Bellú, Sebastián Eduardo Mitra, Samiran
author2_role	author author author author author author author author
dc.subject.none.fl_str_mv	Hidrazone Nickel(II) Epoxidation Alkene
topic	Hidrazone Nickel(II) Epoxidation Alkene
purl_subject.fl_str_mv	https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv	Three different ONO donor acetyl hydrazone Schiff bases have been synthesized from the condensation of acetic hydrazide with three different carbonyl compounds: salicylaldehyde (HL 1), 2-hydroxyacetophenone (HL 2), and 2, 3-dihydroxybenzaldehyde (HL 3). These tridentate ligands are reacted with Ni(OOCCF 3) 2· xH 2O to yield three new Ni(II) complexes having distorted octahedral geometry at each Ni center: [Ni(L 1)(OOCCF 3)(CH 3OH)] 2 (1), [Ni(L 2)(OOCCF 3)(H 2O)] 2 (2), and [Ni(L 3)(L 3H)] (OOCCF 3)(H 2O) 1.65(CH 3OH) 0.35 (3). The ligands and the complexes have been characterized by elemental analysis and IR and UV-vis spectroscopy, and the structures of the complexes have been established by single crystal X-ray diffraction (XRD) study. 1 and 2 are centrosymmetric dinuclear complexes and are structural isomers whereas 3 is a bis chelated cationic monomer coordinated by one neutral and one monoanionic ligand. O-H⋯O hydrogen bonds in 3 lead to the formation of a dimer. Slight steric and electronic modifications in the ligand backbone provoke differences in the supramolecular architectures of the complexes, leading to a variety of one, two, and three-dimensional hydrogen bonded networks in complexes 1-3 respectively. Variable temperature magnetic susceptibility measurements reveal that moderate antiferromagnetic interactions operate between phenoxo bridged Ni(II) dimers in 1 and 2 whereas very weak antiferromagnetic exchange occurs through hydrogen bonding and π-π stacking interactions in 3. All complexes are proved to be efficient catalysts for the epoxidation of alkenes by NaOCl under phase transfer condition. The efficiency of alkene epoxidation is dramatically enhanced by lowering the pH, and the reactions are supposed to involve high valent Ni III-OCl or Ni III-O· intermediates. 3 is the best epoxidation catalyst among the three complexes with 99% conversion and very high turnover number (TON, 396). © 2011 American Chemical Society. Fil: Sadhukhan, Dipali. Jadavpur University; India Fil: Ray, Aurkie. Jadavpur University; India Fil: Pilet, Guillaume. Université Claude Bernard Lyon 1; Francia. Centre National de la Recherche Scientifique; Francia Fil: Rizzoli, Corrado. Università di Parma; Italia Fil: Rosair, Georgina M.. Heriot Watt University, Edinburgh; Reino Unido Fil: Gómez García, Carlos J.. Universidad de Valencia; España Fil: Signorella, Sandra Rosanna. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina Fil: Bellú, Sebastián Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina Fil: Mitra, Samiran. Jadavpur University; India
description	Three different ONO donor acetyl hydrazone Schiff bases have been synthesized from the condensation of acetic hydrazide with three different carbonyl compounds: salicylaldehyde (HL 1), 2-hydroxyacetophenone (HL 2), and 2, 3-dihydroxybenzaldehyde (HL 3). These tridentate ligands are reacted with Ni(OOCCF 3) 2· xH 2O to yield three new Ni(II) complexes having distorted octahedral geometry at each Ni center: [Ni(L 1)(OOCCF 3)(CH 3OH)] 2 (1), [Ni(L 2)(OOCCF 3)(H 2O)] 2 (2), and [Ni(L 3)(L 3H)] (OOCCF 3)(H 2O) 1.65(CH 3OH) 0.35 (3). The ligands and the complexes have been characterized by elemental analysis and IR and UV-vis spectroscopy, and the structures of the complexes have been established by single crystal X-ray diffraction (XRD) study. 1 and 2 are centrosymmetric dinuclear complexes and are structural isomers whereas 3 is a bis chelated cationic monomer coordinated by one neutral and one monoanionic ligand. O-H⋯O hydrogen bonds in 3 lead to the formation of a dimer. Slight steric and electronic modifications in the ligand backbone provoke differences in the supramolecular architectures of the complexes, leading to a variety of one, two, and three-dimensional hydrogen bonded networks in complexes 1-3 respectively. Variable temperature magnetic susceptibility measurements reveal that moderate antiferromagnetic interactions operate between phenoxo bridged Ni(II) dimers in 1 and 2 whereas very weak antiferromagnetic exchange occurs through hydrogen bonding and π-π stacking interactions in 3. All complexes are proved to be efficient catalysts for the epoxidation of alkenes by NaOCl under phase transfer condition. The efficiency of alkene epoxidation is dramatically enhanced by lowering the pH, and the reactions are supposed to involve high valent Ni III-OCl or Ni III-O· intermediates. 3 is the best epoxidation catalyst among the three complexes with 99% conversion and very high turnover number (TON, 396). © 2011 American Chemical Society.
publishDate	2011
dc.date.none.fl_str_mv	2011-09-05
dc.type.none.fl_str_mv	info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo
format	article
status_str	publishedVersion
dc.identifier.none.fl_str_mv	http://hdl.handle.net/11336/127238 Sadhukhan, Dipali; Ray, Aurkie; Pilet, Guillaume; Rizzoli, Corrado; Rosair, Georgina M.; et al.; Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions; American Chemical Society; Inorganic Chemistry; 50; 17; 5-9-2011; 8326-8339 0020-1669 CONICET Digital CONICET
url	http://hdl.handle.net/11336/127238
identifier_str_mv	Sadhukhan, Dipali; Ray, Aurkie; Pilet, Guillaume; Rizzoli, Corrado; Rosair, Georgina M.; et al.; Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential for epoxidation of alkenes under phase transfer conditions; American Chemical Society; Inorganic Chemistry; 50; 17; 5-9-2011; 8326-8339 0020-1669 CONICET Digital CONICET
dc.language.none.fl_str_mv	eng
language	eng
dc.relation.none.fl_str_mv	info:eu-repo/semantics/altIdentifier/doi//10.1021/ic200846j info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/ic200846j
dc.rights.none.fl_str_mv	info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv	openAccess
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dc.publisher.none.fl_str_mv	American Chemical Society
publisher.none.fl_str_mv	American Chemical Society
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instname_str	Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv	CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv	dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score	13.13397

Weak interactions modulating the dimensionality in supramolecular architectures in three new nickel(II)-hydrazone complexes, magnetostructural correlation, and catalytic potential...

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