Tuning the Photonic Behavior of Symmetrical bis-BODIPY Architectures: The Key Role of the Spacer Moiety
dc.contributor.author | Oliden Sánchez, Ainhoa | |
dc.contributor.author | Sola Llano, Rebeca | |
dc.contributor.author | Bañuelos Prieto, Jorge ![]() | |
dc.contributor.author | García Moreno, Inmaculada | |
dc.contributor.author | Uriel, Clara | |
dc.contributor.author | López Pérez, José Cristóbal | |
dc.contributor.author | Gómez López, Ana María | |
dc.date.accessioned | 2020-03-10T14:00:10Z | |
dc.date.available | 2020-03-10T14:00:10Z | |
dc.date.issued | 2019-12 | |
dc.identifier.citation | Frontiers in Chemistry 7 : (2019) // Article ID 801 | es_ES |
dc.identifier.issn | 2296-2646 | |
dc.identifier.uri | http://hdl.handle.net/10810/42037 | |
dc.description.abstract | Herein we describe the synthesis, computationally assisted spectroscopy, and lasing properties of a new library of symmetric bridged bis-BODIPYs that differ in the nature of the spacer. Access to a series of BODIPY dimers is straightforward through synthetic modifications of the pending ortho-hydroxymethyl group of readily available C-8 (meso) ortho-hydroxymethyl phenyl BODIPYs. In this way, we have carried out the first systematic study of the photonic behavior of symmetric bridged bis-BODIPYs, which is effectively modulated by the length and/or stereoelectronic properties of the spacer unit. The designed bis-BODIPYs display bright fluorescence and laser emission in non-polar media. The fluorescence response is governed by the induction of a non-emissive intramolecular charge transfer (ICT) process, which is significantly enhanced in polar media. The effectiveness of the fluorescence quenching and also the prevailing charge transfer mechanism (from the spacer itself or between the BODIPY units) rely directly on the electron-releasing ability of the spacer. Moreover, the linker moiety can also promote intramolecular excitonic interactions, leading to excimer-like emission characterized by new spectral bands and the lengthening of lifetimes. The substantial influence of the bridging moiety on the emission behavior of these BODIPY dyads and their solvent-sensitivity highlight the intricate molecular dynamics upon excitation in multichromophoric systems. In this regard, the present work represents a breakthrough in the complex relationship between the molecular structure of the chromophores and their photophysical signatures, thus providing key guidelines for rationalizing the design of tailored bis-BODIPYs with potential advanced applications. | es_ES |
dc.description.sponsorship | We gratefully acknowledge the Spanish Ministerio de Economia y Competitividad (MINECO) (MAT2017-83856-C3-1-P and 3-P; CTQ2015-66702-R), Ministerio de Economia y Competitividad (MINECO), and Fondo Europeo de Desarrollo Regional (FEDER) (CTQ2015-66702-R, MINECO/FEDER, UE), Ministerio de Ciencia, Innovacion y Universidades (MCIU), Agencia Estatal de Investigacion (AEI), Fondo Europeo de Desarrollo Regional (FEDER) (RTI2018-094862-B-I00, MCIU/AEI/FEDER, UE), and Gobierno Vasco (project IT91216) for financial support. AO-S and RS-L thank UPV/EHU and Gobierno Vasco for a predoctoral fellowship and a postdoctoral contract, respectively. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Frontiers Media | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/MAT2017-83856-C3-1-P | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/MAT2017-83856-C3-3-P | es_ES |
dc.relation | info:eu-repo/grantAgreement/MINECO/CTQ2015-66702-R | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by/3.0/es/ | * |
dc.subject | dye chemistry | es_ES |
dc.subject | charge transfer | es_ES |
dc.subject | excimers | es_ES |
dc.subject | lasers | es_ES |
dc.subject | BODIPY-dimers | es_ES |
dc.subject | energy-transfer | es_ES |
dc.subject | photosensitizers | es_ES |
dc.subject | derivatives | es_ES |
dc.subject | dimers | es_ES |
dc.subject | dyes | es_ES |
dc.subject | bisBODIPY | es_ES |
dc.subject | access | es_ES |
dc.subject | state | es_ES |
dc.subject | design | es_ES |
dc.title | Tuning the Photonic Behavior of Symmetrical bis-BODIPY Architectures: The Key Role of the Spacer Moiety | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | 2019 Oliden-Sánchez, Sola-Llano, Bañuelos, García-Moreno, Uriel, López and Gómez. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. | es_ES |
dc.rights.holder | Atribución 3.0 España | * |
dc.relation.publisherversion | https://www.frontiersin.org/articles/10.3389/fchem.2019.00801/full | es_ES |
dc.identifier.doi | 10.3389/fchem.2019.00801 | |
dc.departamentoes | Química física | es_ES |
dc.departamentoeu | Kimika fisikoa | es_ES |
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Except where otherwise noted, this item's license is described as 2019 Oliden-Sánchez, Sola-Llano, Bañuelos, García-Moreno, Uriel, López and Gómez. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.