General route to symmetric and asymmetric meso-CF3-3(5)-aryl(hetaryl)- and 3,5-diaryl(dihetaryl)-BODIPY dyes

Lubov N Sobenina; Alexander M Vasil'tsov; Olga V Petrova; Konstantin B Petrushenko; Igor A Ushakov; Gilles Clavier; Rachel Meallet-Renault; Albina I Mikhaleva; Boris A Trofimov

doi:10.1021/ol200360f

General route to symmetric and asymmetric meso-CF3-3(5)-aryl(hetaryl)- and 3,5-diaryl(dihetaryl)-BODIPY dyes

Org Lett. 2011 May 20;13(10):2524-7. doi: 10.1021/ol200360f. Epub 2011 Apr 15.

Authors

Lubov N Sobenina¹, Alexander M Vasil'tsov, Olga V Petrova, Konstantin B Petrushenko, Igor A Ushakov, Gilles Clavier, Rachel Meallet-Renault, Albina I Mikhaleva, Boris A Trofimov

Affiliation

¹ A E Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation.

PMID: 21495619
DOI: 10.1021/ol200360f

Abstract

A general efficient route to hitherto inaccessible symmetric and asymmetric meso-CF(3)-BODIPY dyes has been developed. The key stages include the reduction of available 2-trifluoroacetylpyrroles to the corresponding alcohols which are further condensed with pyrroles. The method allows the BODIPY with 3(5)aryl(hetaryl) and 3,5-diaryl(hetaryl) substituents to be readily assembled. The BODIPY dyes synthesized fluoresce (Φ(f) = 0.56-1.00) in the 560-680 nm region.