Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation

A theoretical and experimental study on the iodination of BODIPY dyes with different degrees of substitution has been developed. Polyhalogenated BODIPYs synthesized in this work are the ﬁrst examples of this type of dyes with more than two halogen atoms in the BODIPY core and they can be selectively functionalized. Surprisingly, the position in which halogen is attached has a marked effect in the photophysical properties and modulates the ﬂuorescence capacity of the resulting BODIPY. These iodinated BODIPYs are efﬁcient singlet oxygen generators.

Palabras clave: Polyiodinated BODIPYs , Electrophilic substitution reactions , Nucleophilic substitution reactions , Singlet oxygen generation

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Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)

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URI: http://hdl.handle.net/11336/268695

URL: https://www.sciencedirect.com/science/article/abs/pii/S0040402011018254

DOI: http://dx.doi.org/10.1016/j.tet.2011.11.070

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Articulos de CTRO.CIENTIFICO TECNOL.CONICET - CORDOBA

Citación

Ortiz, Maria J.; Agarrabeitia, Antonia R.; Duran Sampedro, Gonzalo; Bañuelos Prieto, Jorge; Lopez, Teresa Arbeloa; et al.; Synthesis and functionalization of new polyhalogenated BODIPY dyes. Study of their photophysical properties and singlet oxygen generation; Pergamon-Elsevier Science Ltd; Tetrahedron; 68; 4; 1-2012; 1153-1162

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