RT Journal Article
T1 Chlorinated BODIPYs: Surprisingly Efficient and Highly Photostable Laser Dyes
A1 Durán Sampedro, Gonzalo
A1 Rodríguez Agarrabeitia, Antonia
A1 García Moreno, Inmaculada
A1 Costela, Angel
A1 Bañuelos, Jorge
A1 Arbeloa, Teresa
A1 López Arbeloa, Iñigo
A1 Chiara, Jose Luis
A1 Ortiz García, María Josefa
AB 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.</jats:p>
PB Wiley
SN 1434-193X
YR 2012
FD 2012
LK https://hdl.handle.net/20.500.14352/96916
UL https://hdl.handle.net/20.500.14352/96916
LA eng
NO 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.
NO Ministerio de Economía, Comercio y Empresa (España)
NO European Commission
NO Eusko Jaurlaritza
DS Docta Complutense
RD 26 dic 2025