Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization

This is the peer reviewed version of the following article: Revuelta‐Maza, M. A., Hally, C., Nonell, S., de la Torre, G., & Torres, T. (2019). Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization. ChemPlusChem, 8...

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Detalles Bibliográficos
Autores: Revuelta-Maza, Miguel A., Hally, Cormac, Nonell, Santi, Torre Ponce, Gema de la, Torres Cebada, Tomás
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/689140
Acceso en línea:http://hdl.handle.net/10486/689140
https://dx.doi.org/10.1002/cplu.201800631
Access Level:acceso abierto
Palabra clave:Collinear functionalization
Fluorescence
Photophysics
Phthalocyanines
Singlet oxygen
Química
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spelling Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen PhotosensitizationRevuelta-Maza, Miguel A.Hally, CormacNonell, SantiTorre Ponce, Gema de laTorres Cebada, TomásCollinear functionalizationFluorescencePhotophysicsPhthalocyaninesSinglet oxygenQuímicaThis is the peer reviewed version of the following article: Revuelta‐Maza, M. A., Hally, C., Nonell, S., de la Torre, G., & Torres, T. (2019). Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization. ChemPlusChem, 84(6), 673-679, which has been published in final form at https://doi.org/10.1002/cplu.201800631. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived VersionsSupporting information for this article is available on the WWW under https://doi.org/10.1002/cplu.201800631We describe here the preparation of a series of trans-ABAB Zn(II) phthalocyanines (ZnPcs, which combine several interesting features. First, these compounds present high solubility and hindered aggregation, due to the functionalization of two facing isoindole constituents (B) of the ZnPc with bis(trifluoromethylphenyl) units. Second, the other two isoindoles (A) bear extra-annulated phthalimide units containing different substituents in the nitrogen positions, this feature results in a collinear arrangement of a variety of functional groups. Some of these collinearly functionalized ZnPcs are interesting building blocks for constructing either homo- or heteroarrays containing ZnPc units. Furthermore, the amphiphilic nature of some members of the series renders them interesting candidates for photosensitization of singlet oxygen. Photophysical studies on a model compound of the series have shown that these molecules are efficient singlet oxygen photosensitizers in both polar and apolar media, with 1O2 quantum yields (φΔ) as high as 0.74This work has been supported by MINECO, Spain (CTQ2017‐85393‐P and CTQ2016‐78454‐C2‐1‐R). C. H. thanks the European Social Funds and the SUR del DEC de la Generalitat de Catalunya for his predoctoral fellowships (Grant No. 2017 FI_B 00617 and 2018 FI_B1 00174)Wiley-VCH VerlagDepartamento de Química OrgánicaFacultad de Ciencias20192019-06-04research articlehttp://purl.org/coar/resource_type/c_2df8fbb1AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10486/689140https://dx.doi.org/10.1002/cplu.201800631reponame:Biblos-e Archivo. Repositorio Institucional de la UAMinstname:Universidad Autónoma de MadridInglésengopen accesshttp://purl.org/coar/access_right/c_abf2info:eu-repo/semantics/openAccessoai:repositorio.uam.es:10486/6891402026-06-23T12:46:27Z
dc.title.none.fl_str_mv Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
title Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
spellingShingle Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
Revuelta-Maza, Miguel A.
Collinear functionalization
Fluorescence
Photophysics
Phthalocyanines
Singlet oxygen
Química
title_short Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
title_full Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
title_fullStr Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
title_full_unstemmed Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
title_sort Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization
dc.creator.none.fl_str_mv Revuelta-Maza, Miguel A.
Hally, Cormac
Nonell, Santi
Torre Ponce, Gema de la
Torres Cebada, Tomás
author Revuelta-Maza, Miguel A.
author_facet Revuelta-Maza, Miguel A.
Hally, Cormac
Nonell, Santi
Torre Ponce, Gema de la
Torres Cebada, Tomás
author_role author
author2 Hally, Cormac
Nonell, Santi
Torre Ponce, Gema de la
Torres Cebada, Tomás
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Departamento de Química Orgánica
Facultad de Ciencias
dc.subject.none.fl_str_mv Collinear functionalization
Fluorescence
Photophysics
Phthalocyanines
Singlet oxygen
Química
topic Collinear functionalization
Fluorescence
Photophysics
Phthalocyanines
Singlet oxygen
Química
description This is the peer reviewed version of the following article: Revuelta‐Maza, M. A., Hally, C., Nonell, S., de la Torre, G., & Torres, T. (2019). Crosswise Phthalocyanines with Collinear Functionalization: New Paradigmatic Derivatives for Efficient Singlet Oxygen Photosensitization. ChemPlusChem, 84(6), 673-679, which has been published in final form at https://doi.org/10.1002/cplu.201800631. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions
publishDate 2019
dc.date.none.fl_str_mv 2019
2019-06-04
dc.type.none.fl_str_mv research article
http://purl.org/coar/resource_type/c_2df8fbb1
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10486/689140
https://dx.doi.org/10.1002/cplu.201800631
url http://hdl.handle.net/10486/689140
https://dx.doi.org/10.1002/cplu.201800631
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Wiley-VCH Verlag
publisher.none.fl_str_mv Wiley-VCH Verlag
dc.source.none.fl_str_mv reponame:Biblos-e Archivo. Repositorio Institucional de la UAM
instname:Universidad Autónoma de Madrid
instname_str Universidad Autónoma de Madrid
reponame_str Biblos-e Archivo. Repositorio Institucional de la UAM
collection Biblos-e Archivo. Repositorio Institucional de la UAM
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repository.mail.fl_str_mv
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