The radical-based reduction with (TMS)3SiH 'on water'

Autores
Postigo, Jose Alberto; Ferreri, Carla; Navacchia, Maria Luisa; Chatgilialoglu, Chryssostomos
Año de publicación
2005
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Reduction of different organohalides, bromonucleosides among them, was successfully carried out in yields ranging from 75% to quantitative, using (TMS)3SiH in a heterogeneous system with water as the solvent. Our procedure, employing 2-mercaptoethanol as the catalyst and the hydrophobic diazo-compound ACCN as the initiator, illustrates that (TMS)3SiH can be the radical-based reducing agent of choice in aqueous medium. (TMS) 3SiH does not suffer from any significant reaction with water and can safely be used with additional benefit, such as ease of purification and environmental compatibility.
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia
Fil: Navacchia, Maria Luisa. Consiglio Nazionale delle Ricerche; Italia
Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia
Materia
AZO COMPOUNDS
RADICAL REACTIONS
REDUCTIONS
THIOLS
TRIS(TRIMETHYLSILYL)SILANE
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/147592
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling The radical-based reduction with (TMS)3SiH 'on water'Postigo, Jose AlbertoFerreri, CarlaNavacchia, Maria LuisaChatgilialoglu, ChryssostomosAZO COMPOUNDSRADICAL REACTIONSREDUCTIONSTHIOLSTRIS(TRIMETHYLSILYL)SILANEhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Reduction of different organohalides, bromonucleosides among them, was successfully carried out in yields ranging from 75% to quantitative, using (TMS)3SiH in a heterogeneous system with water as the solvent. Our procedure, employing 2-mercaptoethanol as the catalyst and the hydrophobic diazo-compound ACCN as the initiator, illustrates that (TMS)3SiH can be the radical-based reducing agent of choice in aqueous medium. (TMS) 3SiH does not suffer from any significant reaction with water and can safely be used with additional benefit, such as ease of purification and environmental compatibility.Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; ArgentinaFil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; ItaliaFil: Navacchia, Maria Luisa. Consiglio Nazionale delle Ricerche; ItaliaFil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; ItaliaGeorg Thieme Verlag Kg2005-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/147592Postigo, Jose Alberto; Ferreri, Carla; Navacchia, Maria Luisa; Chatgilialoglu, Chryssostomos; The radical-based reduction with (TMS)3SiH 'on water'; Georg Thieme Verlag Kg; Synlett; 18; 12-2005; 2854-28560936-5214CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.thieme-connect.com/ejournals/abstract/synlett/doi/10.1055/s-2005-918917info:eu-repo/semantics/altIdentifier/doi/10.1055/s-2005-918917info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:38:40Zoai:ri.conicet.gov.ar:11336/147592instacron: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 10:38:41.097CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv The radical-based reduction with (TMS)3SiH 'on water'
title The radical-based reduction with (TMS)3SiH 'on water'
spellingShingle The radical-based reduction with (TMS)3SiH 'on water'
Postigo, Jose Alberto
AZO COMPOUNDS
RADICAL REACTIONS
REDUCTIONS
THIOLS
TRIS(TRIMETHYLSILYL)SILANE
title_short The radical-based reduction with (TMS)3SiH 'on water'
title_full The radical-based reduction with (TMS)3SiH 'on water'
title_fullStr The radical-based reduction with (TMS)3SiH 'on water'
title_full_unstemmed The radical-based reduction with (TMS)3SiH 'on water'
title_sort The radical-based reduction with (TMS)3SiH 'on water'
dc.creator.none.fl_str_mv Postigo, Jose Alberto
Ferreri, Carla
Navacchia, Maria Luisa
Chatgilialoglu, Chryssostomos
author Postigo, Jose Alberto
author_facet Postigo, Jose Alberto
Ferreri, Carla
Navacchia, Maria Luisa
Chatgilialoglu, Chryssostomos
author_role author
author2 Ferreri, Carla
Navacchia, Maria Luisa
Chatgilialoglu, Chryssostomos
author2_role author
author
author
dc.subject.none.fl_str_mv AZO COMPOUNDS
RADICAL REACTIONS
REDUCTIONS
THIOLS
TRIS(TRIMETHYLSILYL)SILANE
topic AZO COMPOUNDS
RADICAL REACTIONS
REDUCTIONS
THIOLS
TRIS(TRIMETHYLSILYL)SILANE
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Reduction of different organohalides, bromonucleosides among them, was successfully carried out in yields ranging from 75% to quantitative, using (TMS)3SiH in a heterogeneous system with water as the solvent. Our procedure, employing 2-mercaptoethanol as the catalyst and the hydrophobic diazo-compound ACCN as the initiator, illustrates that (TMS)3SiH can be the radical-based reducing agent of choice in aqueous medium. (TMS) 3SiH does not suffer from any significant reaction with water and can safely be used with additional benefit, such as ease of purification and environmental compatibility.
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia
Fil: Navacchia, Maria Luisa. Consiglio Nazionale delle Ricerche; Italia
Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia
description Reduction of different organohalides, bromonucleosides among them, was successfully carried out in yields ranging from 75% to quantitative, using (TMS)3SiH in a heterogeneous system with water as the solvent. Our procedure, employing 2-mercaptoethanol as the catalyst and the hydrophobic diazo-compound ACCN as the initiator, illustrates that (TMS)3SiH can be the radical-based reducing agent of choice in aqueous medium. (TMS) 3SiH does not suffer from any significant reaction with water and can safely be used with additional benefit, such as ease of purification and environmental compatibility.
publishDate 2005
dc.date.none.fl_str_mv 2005-12
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/11336/147592
Postigo, Jose Alberto; Ferreri, Carla; Navacchia, Maria Luisa; Chatgilialoglu, Chryssostomos; The radical-based reduction with (TMS)3SiH 'on water'; Georg Thieme Verlag Kg; Synlett; 18; 12-2005; 2854-2856
0936-5214
CONICET Digital
CONICET
url http://hdl.handle.net/11336/147592
identifier_str_mv Postigo, Jose Alberto; Ferreri, Carla; Navacchia, Maria Luisa; Chatgilialoglu, Chryssostomos; The radical-based reduction with (TMS)3SiH 'on water'; Georg Thieme Verlag Kg; Synlett; 18; 12-2005; 2854-2856
0936-5214
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.thieme-connect.com/ejournals/abstract/synlett/doi/10.1055/s-2005-918917
info:eu-repo/semantics/altIdentifier/doi/10.1055/s-2005-918917
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
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Georg Thieme Verlag Kg
publisher.none.fl_str_mv Georg Thieme Verlag Kg
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
_version_ 1844614410008526848
score 13.070432

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