Active-iron-promoted hydrodehalogenation of organic halides
- Autores
- Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo
- Año de publicación
- 2006
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Under very mild reaction conditions, the active-iron-based reducing system composed of FeCl2·4H2O, an excess of lithium powder and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB) as electron carrier, efficiently performed the hydrodehalogenation of alkyl and aryl halides in tetrahydrofuran at room temperature. The reaction of a series of alkyl and aryl chlorides, bromides, and iodides with this reducing combination led to the formation of the corresponding products resulting from a halogen/hydrogen exchange. Interestingly, the reducing system was efficient in the hydrodehalogenation of aryl fluorides and polychlorinated aromatics. The use of deuterium oxide instead of water in the iron salt allowed the preparation of the corresponding deuterated products. A reaction mechanism has been proposed on the basis of different experiments.
Fil: Moglie, Yanina Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Alonso, Francisco. Universidad de Alicante; España
Fil: Vitale, Cristian Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina
Fil: Yus, Miguel. Universidad de Alicante; España
Fil: Radivoy, Gabriel Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina - Materia
-
ACTIVE-IRON
HYDRODEHALOGENATION
ORGANIC HALIDES
POLYCHLORINATED AROMATICS - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/94251
Ver los metadatos del registro completo
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Active-iron-promoted hydrodehalogenation of organic halidesMoglie, Yanina FernandaAlonso, FranciscoVitale, Cristian AlejandroYus, MiguelRadivoy, Gabriel EduardoACTIVE-IRONHYDRODEHALOGENATIONORGANIC HALIDESPOLYCHLORINATED AROMATICShttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Under very mild reaction conditions, the active-iron-based reducing system composed of FeCl2·4H2O, an excess of lithium powder and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB) as electron carrier, efficiently performed the hydrodehalogenation of alkyl and aryl halides in tetrahydrofuran at room temperature. The reaction of a series of alkyl and aryl chlorides, bromides, and iodides with this reducing combination led to the formation of the corresponding products resulting from a halogen/hydrogen exchange. Interestingly, the reducing system was efficient in the hydrodehalogenation of aryl fluorides and polychlorinated aromatics. The use of deuterium oxide instead of water in the iron salt allowed the preparation of the corresponding deuterated products. A reaction mechanism has been proposed on the basis of different experiments.Fil: Moglie, Yanina Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Alonso, Francisco. Universidad de Alicante; EspañaFil: Vitale, Cristian Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaFil: Yus, Miguel. Universidad de Alicante; EspañaFil: Radivoy, Gabriel Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; ArgentinaElsevier Science2006-09-25info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/94251Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; Active-iron-promoted hydrodehalogenation of organic halides; Elsevier Science; Applied Catalysis A: General; 313; 1-2; 25-9-2006; 94-1000926-860XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0926860X06005552info:eu-repo/semantics/altIdentifier/doi/10.1016/j.apcata.2006.07.013info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:10:19Zoai:ri.conicet.gov.ar:11336/94251instacron: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:34982025-09-29 10:10:20.172CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Active-iron-promoted hydrodehalogenation of organic halides |
title |
Active-iron-promoted hydrodehalogenation of organic halides |
spellingShingle |
Active-iron-promoted hydrodehalogenation of organic halides Moglie, Yanina Fernanda ACTIVE-IRON HYDRODEHALOGENATION ORGANIC HALIDES POLYCHLORINATED AROMATICS |
title_short |
Active-iron-promoted hydrodehalogenation of organic halides |
title_full |
Active-iron-promoted hydrodehalogenation of organic halides |
title_fullStr |
Active-iron-promoted hydrodehalogenation of organic halides |
title_full_unstemmed |
Active-iron-promoted hydrodehalogenation of organic halides |
title_sort |
Active-iron-promoted hydrodehalogenation of organic halides |
dc.creator.none.fl_str_mv |
Moglie, Yanina Fernanda Alonso, Francisco Vitale, Cristian Alejandro Yus, Miguel Radivoy, Gabriel Eduardo |
author |
Moglie, Yanina Fernanda |
author_facet |
Moglie, Yanina Fernanda Alonso, Francisco Vitale, Cristian Alejandro Yus, Miguel Radivoy, Gabriel Eduardo |
author_role |
author |
author2 |
Alonso, Francisco Vitale, Cristian Alejandro Yus, Miguel Radivoy, Gabriel Eduardo |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
ACTIVE-IRON HYDRODEHALOGENATION ORGANIC HALIDES POLYCHLORINATED AROMATICS |
topic |
ACTIVE-IRON HYDRODEHALOGENATION ORGANIC HALIDES POLYCHLORINATED AROMATICS |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Under very mild reaction conditions, the active-iron-based reducing system composed of FeCl2·4H2O, an excess of lithium powder and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB) as electron carrier, efficiently performed the hydrodehalogenation of alkyl and aryl halides in tetrahydrofuran at room temperature. The reaction of a series of alkyl and aryl chlorides, bromides, and iodides with this reducing combination led to the formation of the corresponding products resulting from a halogen/hydrogen exchange. Interestingly, the reducing system was efficient in the hydrodehalogenation of aryl fluorides and polychlorinated aromatics. The use of deuterium oxide instead of water in the iron salt allowed the preparation of the corresponding deuterated products. A reaction mechanism has been proposed on the basis of different experiments. Fil: Moglie, Yanina Fernanda. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina Fil: Alonso, Francisco. Universidad de Alicante; España Fil: Vitale, Cristian Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina Fil: Yus, Miguel. Universidad de Alicante; España Fil: Radivoy, Gabriel Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Bahía Blanca. Instituto de Química del Sur. Universidad Nacional del Sur. Departamento de Química. Instituto de Química del Sur; Argentina |
description |
Under very mild reaction conditions, the active-iron-based reducing system composed of FeCl2·4H2O, an excess of lithium powder and a catalytic amount (5 mol%) of 4,4′-di-tert-butylbiphenyl (DTBB) as electron carrier, efficiently performed the hydrodehalogenation of alkyl and aryl halides in tetrahydrofuran at room temperature. The reaction of a series of alkyl and aryl chlorides, bromides, and iodides with this reducing combination led to the formation of the corresponding products resulting from a halogen/hydrogen exchange. Interestingly, the reducing system was efficient in the hydrodehalogenation of aryl fluorides and polychlorinated aromatics. The use of deuterium oxide instead of water in the iron salt allowed the preparation of the corresponding deuterated products. A reaction mechanism has been proposed on the basis of different experiments. |
publishDate |
2006 |
dc.date.none.fl_str_mv |
2006-09-25 |
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/11336/94251 Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; Active-iron-promoted hydrodehalogenation of organic halides; Elsevier Science; Applied Catalysis A: General; 313; 1-2; 25-9-2006; 94-100 0926-860X CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/94251 |
identifier_str_mv |
Moglie, Yanina Fernanda; Alonso, Francisco; Vitale, Cristian Alejandro; Yus, Miguel; Radivoy, Gabriel Eduardo; Active-iron-promoted hydrodehalogenation of organic halides; Elsevier Science; Applied Catalysis A: General; 313; 1-2; 25-9-2006; 94-100 0926-860X CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0926860X06005552 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.apcata.2006.07.013 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-nd/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/ |
dc.format.none.fl_str_mv |
application/pdf application/pdf application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Elsevier Science |
publisher.none.fl_str_mv |
Elsevier Science |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
reponame_str |
CONICET Digital (CONICET) |
collection |
CONICET Digital (CONICET) |
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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1844613991486193664 |
score |
13.070432 |