2026-06-28T15:30:56Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/969162024-08-10T00:01:46Zcom_20.500.14352_14col_20.500.14352_15

Docta Complutense author Durán Sampedro, Gonzalo author Rodríguez Agarrabeitia, Antonia author García Moreno, Inmaculada author Costela, Angel author Bañuelos, Jorge author Arbeloa, Teresa author López Arbeloa, Iñigo author Chiara, Jose Luis author Ortiz García, María Josefa 2024-01-31T09:17:00Z 2024-01-31T09:17:00Z 2012 Durán Sampedro, G., Rodríguez Agarrabeitia, A., García Moreno, I. et al. «Chlorinated BODIPYs: Surprisingly Efficient and Highly Photostable Laser Dyes». European Journal of Organic Chemistry, vol. 2012, n.o 32, noviembre de 2012, pp. 6335-50. https://doi.org/10.1002/ejoc.201200946. 1434-193X 10.1002/ejoc.201200946 https://hdl.handle.net/20.500.14352/96916 1099-0690 https://doi.org/10.1002/ejoc.201200946 https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201200946 A series of mono‐ to hexachlorinated BODIPY dyes have been prepared in good to excellent yields through the use of chlorosuccinimide as an inexpensive halogenating reagent. This library of chlorinated dyes allowed analysis in detail, from the experimental and theoretical points of view, of the dependency of the photophysical and optical properties of the dyes on the number and positions of the chlorine substituents on their BODIPY cores. Quantum mechanical calculations predict the regioselectivity of the halogenation reaction and explain why some positions are less prone to chlorination. The new chlorinated BODIPYs exhibit enhanced laser action with respect to their non‐halogenated analogues, both in liquid solution and in the solid phase. In addition, chlorination is a facile and essentially costless protocol for overcoming important shortcomings exhibited by commercially available BODIPYs, which should favor their practical applications in optical and sensing fields. eng Chlorinated BODIPYs: Surprisingly Efficient and Highly Photostable Laser Dyes journal article 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URL https://docta.ucm.es/bitstreams/84c6e240-dbda-42cc-b2bd-1f9a9cce0c52/download File MD5 6001b02bdf82ae8d18bef28f705a2740 979264 application/pdf Chlorinated_BODIPYs.pdf