Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation
- Autores
- Ortiz, Maria J.; Agarrabeitia, Antonia R.; Duran Sampedro, Gonzalo; Bañuelos Prieto, Jorge; Lopez, Teresa Arbeloa; Massad, Walter Alfredo; Montejano, Hernan Alfredo; Garcia, Norman Andino; Lopez Arbeloa, Iñigo
- Año de publicación
- 2012
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- A theoretical and experimental study on the iodination of BODIPY dyes with different degrees of substitution has been developed. Polyhalogenated BODIPYs synthesized in this work are the first examples of this type of dyes with more than two halogen atoms in the BODIPY core and they can be selectively functionalized. Surprisingly, the position in which halogen is attached has a marked effect in the photophysical properties and modulates the fluorescence capacity of the resulting BODIPY. These iodinated BODIPYs are efficient singlet oxygen generators.
Fil: Ortiz, Maria J.. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; España
Fil: Agarrabeitia, Antonia R.. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; España
Fil: Duran Sampedro, Gonzalo. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; España
Fil: Bañuelos Prieto, Jorge. Universidad del País Vasco; España
Fil: Lopez, Teresa Arbeloa. Universidad del País Vasco; España
Fil: Massad, Walter Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Montejano, Hernan Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina
Fil: Garcia, Norman Andino. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina
Fil: Lopez Arbeloa, Iñigo. Universidad del País Vasco; España - Materia
-
Polyiodinated BODIPYs
Electrophilic substitution reactions
Nucleophilic substitution reactions
Singlet oxygen generation - 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:11336/268695
Ver los metadatos del registro completo
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oai:ri.conicet.gov.ar:11336/268695 |
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network_name_str |
CONICET Digital (CONICET) |
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Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generationOrtiz, Maria J.Agarrabeitia, Antonia R.Duran Sampedro, GonzaloBañuelos Prieto, JorgeLopez, Teresa ArbeloaMassad, Walter AlfredoMontejano, Hernan AlfredoGarcia, Norman AndinoLopez Arbeloa, IñigoPolyiodinated BODIPYsElectrophilic substitution reactionsNucleophilic substitution reactionsSinglet oxygen generationhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1A theoretical and experimental study on the iodination of BODIPY dyes with different degrees of substitution has been developed. Polyhalogenated BODIPYs synthesized in this work are the first examples of this type of dyes with more than two halogen atoms in the BODIPY core and they can be selectively functionalized. Surprisingly, the position in which halogen is attached has a marked effect in the photophysical properties and modulates the fluorescence capacity of the resulting BODIPY. These iodinated BODIPYs are efficient singlet oxygen generators.Fil: Ortiz, Maria J.. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; EspañaFil: Agarrabeitia, Antonia R.. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; EspañaFil: Duran Sampedro, Gonzalo. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; EspañaFil: Bañuelos Prieto, Jorge. Universidad del País Vasco; EspañaFil: Lopez, Teresa Arbeloa. Universidad del País Vasco; EspañaFil: Massad, Walter Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Montejano, Hernan Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; ArgentinaFil: Garcia, Norman Andino. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; ArgentinaFil: Lopez Arbeloa, Iñigo. Universidad del País Vasco; EspañaPergamon-Elsevier Science Ltd2012-01info: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/11336/268695Ortiz, Maria J.; Agarrabeitia, Antonia R.; Duran Sampedro, Gonzalo; Bañuelos Prieto, Jorge; Lopez, Teresa Arbeloa; et al.; Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation; Pergamon-Elsevier Science Ltd; Tetrahedron; 68; 4; 1-2012; 1153-11620040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0040402011018254info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2011.11.070info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:32:24Zoai:ri.conicet.gov.ar:11336/268695instacron: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 09:32:24.742CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
title |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
spellingShingle |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation Ortiz, Maria J. Polyiodinated BODIPYs Electrophilic substitution reactions Nucleophilic substitution reactions Singlet oxygen generation |
title_short |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
title_full |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
title_fullStr |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
title_full_unstemmed |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
title_sort |
Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation |
dc.creator.none.fl_str_mv |
Ortiz, Maria J. Agarrabeitia, Antonia R. Duran Sampedro, Gonzalo Bañuelos Prieto, Jorge Lopez, Teresa Arbeloa Massad, Walter Alfredo Montejano, Hernan Alfredo Garcia, Norman Andino Lopez Arbeloa, Iñigo |
author |
Ortiz, Maria J. |
author_facet |
Ortiz, Maria J. Agarrabeitia, Antonia R. Duran Sampedro, Gonzalo Bañuelos Prieto, Jorge Lopez, Teresa Arbeloa Massad, Walter Alfredo Montejano, Hernan Alfredo Garcia, Norman Andino Lopez Arbeloa, Iñigo |
author_role |
author |
author2 |
Agarrabeitia, Antonia R. Duran Sampedro, Gonzalo Bañuelos Prieto, Jorge Lopez, Teresa Arbeloa Massad, Walter Alfredo Montejano, Hernan Alfredo Garcia, Norman Andino Lopez Arbeloa, Iñigo |
author2_role |
author author author author author author author author |
dc.subject.none.fl_str_mv |
Polyiodinated BODIPYs Electrophilic substitution reactions Nucleophilic substitution reactions Singlet oxygen generation |
topic |
Polyiodinated BODIPYs Electrophilic substitution reactions Nucleophilic substitution reactions Singlet oxygen generation |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
A theoretical and experimental study on the iodination of BODIPY dyes with different degrees of substitution has been developed. Polyhalogenated BODIPYs synthesized in this work are the first examples of this type of dyes with more than two halogen atoms in the BODIPY core and they can be selectively functionalized. Surprisingly, the position in which halogen is attached has a marked effect in the photophysical properties and modulates the fluorescence capacity of the resulting BODIPY. These iodinated BODIPYs are efficient singlet oxygen generators. Fil: Ortiz, Maria J.. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; España Fil: Agarrabeitia, Antonia R.. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; España Fil: Duran Sampedro, Gonzalo. Universidad Complutense de Madrid. Facultad de Ciencias Químicas; España Fil: Bañuelos Prieto, Jorge. Universidad del País Vasco; España Fil: Lopez, Teresa Arbeloa. Universidad del País Vasco; España Fil: Massad, Walter Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina Fil: Montejano, Hernan Alfredo. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina Fil: Garcia, Norman Andino. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Río Cuarto. Facultad de Ciencias Exactas Fisicoquímicas y Naturales. Departamento de Química; Argentina Fil: Lopez Arbeloa, Iñigo. Universidad del País Vasco; España |
description |
A theoretical and experimental study on the iodination of BODIPY dyes with different degrees of substitution has been developed. Polyhalogenated BODIPYs synthesized in this work are the first examples of this type of dyes with more than two halogen atoms in the BODIPY core and they can be selectively functionalized. Surprisingly, the position in which halogen is attached has a marked effect in the photophysical properties and modulates the fluorescence capacity of the resulting BODIPY. These iodinated BODIPYs are efficient singlet oxygen generators. |
publishDate |
2012 |
dc.date.none.fl_str_mv |
2012-01 |
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/11336/268695 Ortiz, Maria J.; Agarrabeitia, Antonia R.; Duran Sampedro, Gonzalo; Bañuelos Prieto, Jorge; Lopez, Teresa Arbeloa; et al.; Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation; Pergamon-Elsevier Science Ltd; Tetrahedron; 68; 4; 1-2012; 1153-1162 0040-4020 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/268695 |
identifier_str_mv |
Ortiz, Maria J.; Agarrabeitia, Antonia R.; Duran Sampedro, Gonzalo; Bañuelos Prieto, Jorge; Lopez, Teresa Arbeloa; et al.; Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation; Pergamon-Elsevier Science Ltd; Tetrahedron; 68; 4; 1-2012; 1153-1162 0040-4020 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/S0040402011018254 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2011.11.070 |
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 application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
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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1844612988350234624 |
score |
13.070432 |