Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water
- Autores
- Barata Vallejo, Sebastian; Ferreri, Carla; Golding, Bernard T.; Chatgilialoglu, Chryssostomos
- Año de publicación
- 2018
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Hydrogen sulfide (H2S) was evaluated for its peculiar sulfur radical species generated at different pHs and was used under photolytical conditions in aqueous medium for the reduction of 1,2-diols to alcohols. The conversion steps of 1,2-cyclopentanediol to cyclopentanol via cyclopentanone were analyzed, and it was proven that the reaction proceeds via a dual catalytic/radical chain mechanism. This approach was successfully adapted to the reduction of a variety of carbonyl compounds using H2S at pH 9 in water. This work opens up the field of environmental friendly synthetic processes using the pH-driven modulation of reactivity of this simple reagent in water.
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Consiglio Nazionale delle Ricerche; Italia
Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia
Fil: Golding, Bernard T.. University of Newcastle; Reino Unido
Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia - Materia
-
Carbonyl Reduction in Water
1,2-Diol Mono-deoxygenation
Hydrogen Sulfide
Radical Reduction - 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:11336/98869
Ver los metadatos del registro completo
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Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in WaterBarata Vallejo, SebastianFerreri, CarlaGolding, Bernard T.Chatgilialoglu, ChryssostomosCarbonyl Reduction in Water1,2-Diol Mono-deoxygenationHydrogen SulfideRadical Reductionhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Hydrogen sulfide (H2S) was evaluated for its peculiar sulfur radical species generated at different pHs and was used under photolytical conditions in aqueous medium for the reduction of 1,2-diols to alcohols. The conversion steps of 1,2-cyclopentanediol to cyclopentanol via cyclopentanone were analyzed, and it was proven that the reaction proceeds via a dual catalytic/radical chain mechanism. This approach was successfully adapted to the reduction of a variety of carbonyl compounds using H2S at pH 9 in water. This work opens up the field of environmental friendly synthetic processes using the pH-driven modulation of reactivity of this simple reagent in water.Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Consiglio Nazionale delle Ricerche; ItaliaFil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; ItaliaFil: Golding, Bernard T.. University of Newcastle; Reino UnidoFil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; ItaliaAmerican Chemical Society2018-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/98869Barata Vallejo, Sebastian; Ferreri, Carla; Golding, Bernard T.; Chatgilialoglu, Chryssostomos; Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water; American Chemical Society; Organic Letters; 20; 14; 7-2018; 4290-42941523-7060CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/acs.orglett.8b01713info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.orglett.8b01713info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:38:16Zoai:ri.conicet.gov.ar:11336/98869instacron: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 09:38:17.104CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
title |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
spellingShingle |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water Barata Vallejo, Sebastian Carbonyl Reduction in Water 1,2-Diol Mono-deoxygenation Hydrogen Sulfide Radical Reduction |
title_short |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
title_full |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
title_fullStr |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
title_full_unstemmed |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
title_sort |
Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water |
dc.creator.none.fl_str_mv |
Barata Vallejo, Sebastian Ferreri, Carla Golding, Bernard T. Chatgilialoglu, Chryssostomos |
author |
Barata Vallejo, Sebastian |
author_facet |
Barata Vallejo, Sebastian Ferreri, Carla Golding, Bernard T. Chatgilialoglu, Chryssostomos |
author_role |
author |
author2 |
Ferreri, Carla Golding, Bernard T. Chatgilialoglu, Chryssostomos |
author2_role |
author author author |
dc.subject.none.fl_str_mv |
Carbonyl Reduction in Water 1,2-Diol Mono-deoxygenation Hydrogen Sulfide Radical Reduction |
topic |
Carbonyl Reduction in Water 1,2-Diol Mono-deoxygenation Hydrogen Sulfide Radical Reduction |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Hydrogen sulfide (H2S) was evaluated for its peculiar sulfur radical species generated at different pHs and was used under photolytical conditions in aqueous medium for the reduction of 1,2-diols to alcohols. The conversion steps of 1,2-cyclopentanediol to cyclopentanol via cyclopentanone were analyzed, and it was proven that the reaction proceeds via a dual catalytic/radical chain mechanism. This approach was successfully adapted to the reduction of a variety of carbonyl compounds using H2S at pH 9 in water. This work opens up the field of environmental friendly synthetic processes using the pH-driven modulation of reactivity of this simple reagent in water. Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Consiglio Nazionale delle Ricerche; Italia Fil: Ferreri, Carla. Consiglio Nazionale delle Ricerche; Italia Fil: Golding, Bernard T.. University of Newcastle; Reino Unido Fil: Chatgilialoglu, Chryssostomos. Consiglio Nazionale delle Ricerche; Italia |
description |
Hydrogen sulfide (H2S) was evaluated for its peculiar sulfur radical species generated at different pHs and was used under photolytical conditions in aqueous medium for the reduction of 1,2-diols to alcohols. The conversion steps of 1,2-cyclopentanediol to cyclopentanol via cyclopentanone were analyzed, and it was proven that the reaction proceeds via a dual catalytic/radical chain mechanism. This approach was successfully adapted to the reduction of a variety of carbonyl compounds using H2S at pH 9 in water. This work opens up the field of environmental friendly synthetic processes using the pH-driven modulation of reactivity of this simple reagent in water. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-07 |
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/11336/98869 Barata Vallejo, Sebastian; Ferreri, Carla; Golding, Bernard T.; Chatgilialoglu, Chryssostomos; Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water; American Chemical Society; Organic Letters; 20; 14; 7-2018; 4290-4294 1523-7060 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/98869 |
identifier_str_mv |
Barata Vallejo, Sebastian; Ferreri, Carla; Golding, Bernard T.; Chatgilialoglu, Chryssostomos; Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water; American Chemical Society; Organic Letters; 20; 14; 7-2018; 4290-4294 1523-7060 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/acs.orglett.8b01713 info:eu-repo/semantics/altIdentifier/url/https://pubs.acs.org/doi/10.1021/acs.orglett.8b01713 |
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 |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
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CONICET Digital (CONICET) |
collection |
CONICET Digital (CONICET) |
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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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13.070432 |