General Route to Symmetric and Asymmetric<i>meso</i>-CF<sub>3</sub>-3(5)-Aryl(hetaryl)- and 3,5-Diaryl(dihetaryl)-BODIPY Dyes

201195 citationsJournal Article

Authors

Lubov N. Sobenina · École Normale Supérieure Paris-Saclay

А. М. Васильцов · A.E. Favorsky Irkutsk Institute of Chemistry

О. В. Петрова · Centre National de la Recherche Scientifique

Konstantin B. Petrushenko · A.E. Favorsky Irkutsk Institute of Chemistry

Igor А. Ushakov · A.E. Favorsky Irkutsk Institute of Chemistry

Gilles Clavier · École Normale Supérieure Paris-Saclay

Rachel Méallet‐Renault

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.

Topics & Keywords

Luminescence and Fluorescent Materials Molecular Sensors and Ion Detection Porphyrin and Phthalocyanine Chemistry

UN Sustainable Development Goals

Clean water and sanitation

Publication Details

Published in: Organic Letters

Volume 13, Issue 10, pp. 2524-2527

DOI: 10.1021/ol200360f

Field-Weighted Citation Impact: 3.68