dc.contributor.author | Belmonte-Vázquez, José L. | |
dc.contributor.author | Sola Llano, Rebeca | |
dc.contributor.author | Bañuelos Prieto, Jorge | |
dc.contributor.author | Betancourt-Mendiola, Lourdes | |
dc.contributor.author | Vázquez-Guevara, Miguel A. | |
dc.contributor.author | López Arbeloa, Iñigo María | |
dc.contributor.author | Peña Cabrera, Eduardo | |
dc.date.accessioned | 2024-02-08T09:52:28Z | |
dc.date.available | 2024-02-08T09:52:28Z | |
dc.date.issued | 2017-08-12 | |
dc.identifier.citation | Dyes and Pigments 147 : 246-259 (2017) | es_ES |
dc.identifier.issn | 0143-7208 | |
dc.identifier.issn | 1873-3743 | |
dc.identifier.uri | http://hdl.handle.net/10810/65155 | |
dc.description.abstract | Novel modified Biellmann BODIPYs were prepared using a C-H arylation reaction with in-situ formed
aryldiazonium salts. The post-functionalization of the methylthio group of these derivatives was
demonstrated in SNAr and the Liebeskind-Srogl cross-coupling reactions. The series of compounds herein designed with specific and selective functionalization featuring electron donor and acceptor groups
provides valuable information about the impact of the molecular structure and stereoelectronic properties
of the substituent on the photophysical signatures of BODIYs. In fact, push-pull dyes showing
unexpected high fluorescence response towards the red edge of the visible spectrum can be designed, or,
alternatively, chromophores ongoing the expected intramolecular charge transfer states (dark or fluorescent depending on the substituent, the attachment position and the surrounding media) can be also
attained owing to the characteristic high charge separation of this king of dyes. We envisage that the
reactivity of the selected scaffold as well as the guidelines derived from the computationally-aided
spectroscopy study of these luminophores pave the way to the development of tailor made BODIPYs
with specific and finely modulable spectroscopic and optical properties. | es_ES |
dc.description.sponsorship | We thank CONACYT (grants 253623, 123732), Gobierno Vasco (IT912-16) and Spanish MICINN (MAT2014-51937-C3-3-P) for
financial support. J. L. B.-V. and L. B.-M. thank CONACyT for graduate scholarship. R.S.-L. thanks UPV-EHU for a postdoctoral fellowship. Donation of Biellman BODIPYs by Cuantico de Mexico (www.cuantico.mx) is appreciated. | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | Elsevier | es_ES |
dc.relation | info:eu-repo/grantAgreement/MICINN/MAT2014-51937-C3-3-P | |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | * |
dc.subject | BODIPY | es_ES |
dc.subject | push-pull dyes | es_ES |
dc.subject | organic synthesis | es_ES |
dc.subject | C-H activation | es_ES |
dc.subject | photophysical properties | es_ES |
dc.subject | charge transfer | es_ES |
dc.title | A versatile synthetic approach to design tailor-made push-pull chromophores with intriguing and tunable photophysical signatures | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.rights.holder | © 2017 Elsevier under CC BY-NC-ND license | es_ES |
dc.relation.publisherversion | https://www.sciencedirect.com/science/article/pii/S0143720817314924 | |
dc.identifier.doi | /10.1016/j.dyepig.2017.08.014 | |
dc.departamentoes | Química física | es_ES |
dc.departamentoeu | Kimika fisikoa | es_ES |