Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids

Autores
Argüello, Juan Elias; Heredia, Adrián Alberto; Bouchet, Lydia María
Año de publicación
2023
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Herein, we report the preparation of a variety of dye-sensitized TiO2 and its application as a heterogeneous photocatalyst for the oxidative hydroxylation of boronic acids and esters to synthesize phenols. Several organic dyes, namely eosin Y, rose bengal, purpurin, alizarin blue, fluorescein and riboflavin were combined with TiO2. The nanohybrid TiO2-eosin Y showed the best results. Furthermore, we demonstrated a synergistic association between dyes and TiO2 that improves its photocatalytic properties. This methodology resulted compatible for aryl boronic acids with both electron-withdrawing and electron donor groups on the aromatic ring. Thus, the reactions were performed under heterogeneous photocatalytic conditions, employing visible light, saturated oxygen atmosphere, short reaction time, acetonitrile and water as environmentally friendly solvents, to produce the corresponding phenols in very good to excellent isolated yields. Finally, we proposed a mechanism where the selective excitation of EY associated with TiO2 using visible light and the formation of the superoxide anion play a main role in this reaction.
Fil: Argüello, Juan Elias. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Heredia, Adrián Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Bouchet, Lydia María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
HYDROXYLATION
NANOHYBRID
PHENOL
PHOTOCATALYSIS
TIO2
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:11336/226845
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic AcidsArgüello, Juan EliasHeredia, Adrián AlbertoBouchet, Lydia MaríaHYDROXYLATIONNANOHYBRIDPHENOLPHOTOCATALYSISTIO2https://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Herein, we report the preparation of a variety of dye-sensitized TiO2 and its application as a heterogeneous photocatalyst for the oxidative hydroxylation of boronic acids and esters to synthesize phenols. Several organic dyes, namely eosin Y, rose bengal, purpurin, alizarin blue, fluorescein and riboflavin were combined with TiO2. The nanohybrid TiO2-eosin Y showed the best results. Furthermore, we demonstrated a synergistic association between dyes and TiO2 that improves its photocatalytic properties. This methodology resulted compatible for aryl boronic acids with both electron-withdrawing and electron donor groups on the aromatic ring. Thus, the reactions were performed under heterogeneous photocatalytic conditions, employing visible light, saturated oxygen atmosphere, short reaction time, acetonitrile and water as environmentally friendly solvents, to produce the corresponding phenols in very good to excellent isolated yields. Finally, we proposed a mechanism where the selective excitation of EY associated with TiO2 using visible light and the formation of the superoxide anion play a main role in this reaction.Fil: Argüello, Juan Elias. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Heredia, Adrián Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Bouchet, Lydia María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaSociedade Brasileira de Química2023-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/226845Argüello, Juan Elias; Heredia, Adrián Alberto; Bouchet, Lydia María; Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 35; 2; 7-2023; 1-70103-50531678-4790CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://jbcs.sbq.org.br/audiencia_pdf.asp?aid2=11542&nomeArquivo=2023-0145AR_YoungSci.pdfinfo:eu-repo/semantics/altIdentifier/doi/10.21577/0103-5053.20230115info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:05:06Zoai:ri.conicet.gov.ar:11336/226845instacron: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 10:05:06.37CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
title Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
spellingShingle Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
Argüello, Juan Elias
HYDROXYLATION
NANOHYBRID
PHENOL
PHOTOCATALYSIS
TIO2
title_short Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
title_full Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
title_fullStr Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
title_full_unstemmed Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
title_sort Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids
dc.creator.none.fl_str_mv Argüello, Juan Elias
Heredia, Adrián Alberto
Bouchet, Lydia María
author Argüello, Juan Elias
author_facet Argüello, Juan Elias
Heredia, Adrián Alberto
Bouchet, Lydia María
author_role author
author2 Heredia, Adrián Alberto
Bouchet, Lydia María
author2_role author
author
dc.subject.none.fl_str_mv HYDROXYLATION
NANOHYBRID
PHENOL
PHOTOCATALYSIS
TIO2
topic HYDROXYLATION
NANOHYBRID
PHENOL
PHOTOCATALYSIS
TIO2
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Herein, we report the preparation of a variety of dye-sensitized TiO2 and its application as a heterogeneous photocatalyst for the oxidative hydroxylation of boronic acids and esters to synthesize phenols. Several organic dyes, namely eosin Y, rose bengal, purpurin, alizarin blue, fluorescein and riboflavin were combined with TiO2. The nanohybrid TiO2-eosin Y showed the best results. Furthermore, we demonstrated a synergistic association between dyes and TiO2 that improves its photocatalytic properties. This methodology resulted compatible for aryl boronic acids with both electron-withdrawing and electron donor groups on the aromatic ring. Thus, the reactions were performed under heterogeneous photocatalytic conditions, employing visible light, saturated oxygen atmosphere, short reaction time, acetonitrile and water as environmentally friendly solvents, to produce the corresponding phenols in very good to excellent isolated yields. Finally, we proposed a mechanism where the selective excitation of EY associated with TiO2 using visible light and the formation of the superoxide anion play a main role in this reaction.
Fil: Argüello, Juan Elias. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Heredia, Adrián Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Bouchet, Lydia María. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description Herein, we report the preparation of a variety of dye-sensitized TiO2 and its application as a heterogeneous photocatalyst for the oxidative hydroxylation of boronic acids and esters to synthesize phenols. Several organic dyes, namely eosin Y, rose bengal, purpurin, alizarin blue, fluorescein and riboflavin were combined with TiO2. The nanohybrid TiO2-eosin Y showed the best results. Furthermore, we demonstrated a synergistic association between dyes and TiO2 that improves its photocatalytic properties. This methodology resulted compatible for aryl boronic acids with both electron-withdrawing and electron donor groups on the aromatic ring. Thus, the reactions were performed under heterogeneous photocatalytic conditions, employing visible light, saturated oxygen atmosphere, short reaction time, acetonitrile and water as environmentally friendly solvents, to produce the corresponding phenols in very good to excellent isolated yields. Finally, we proposed a mechanism where the selective excitation of EY associated with TiO2 using visible light and the formation of the superoxide anion play a main role in this reaction.
publishDate 2023
dc.date.none.fl_str_mv 2023-07
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/11336/226845
Argüello, Juan Elias; Heredia, Adrián Alberto; Bouchet, Lydia María; Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 35; 2; 7-2023; 1-7
0103-5053
1678-4790
CONICET Digital
CONICET
url http://hdl.handle.net/11336/226845
identifier_str_mv Argüello, Juan Elias; Heredia, Adrián Alberto; Bouchet, Lydia María; Dye-Sensitized TiO2 as Heterogenous Visible Light Photocatalyst for the Hydroxylation of Aryl Boronic Acids; Sociedade Brasileira de Química; Journal of the Brazilian Chemical Society; 35; 2; 7-2023; 1-7
0103-5053
1678-4790
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://jbcs.sbq.org.br/audiencia_pdf.asp?aid2=11542&nomeArquivo=2023-0145AR_YoungSci.pdf
info:eu-repo/semantics/altIdentifier/doi/10.21577/0103-5053.20230115
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 Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
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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score 13.13397

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