Fused BODIPY: Synthesis of diketobenzofuran derivatives towards DiBenzoFuranBODIPYs. (February 2022)

• Record Type: Journal Article
• Authors: Khelladi, Mustapha; Maret, Corentin; De Nicola, Antoinette; Ulrich, Gilles
• Is Part Of: Dyes and pigments. Volume 198(2022)
• Publication Date: 2022-02
• Subjects: Synthesis -- Fluorescence -- dibenzoBODIPY -- Red emitter; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2021.110032
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Two series of diketobenzofurans (5-acetylbenzofurans substituted by an aroyl group in 4 or 6 positions) have been prepared. The synthetic approach developed here makes it possible to vary the nature of the aromatic subunits (ethylthiophene, anisol, N, N-dimethylaniline) and substituents (butyl, 2-methoxyethoxyethyl, N, N-dibutylaminophenyl) on the furan fractions. The self-condensation of these diketones followed by boron complexation allows us to obtain dibenzofuranBODIPYs. The synthesis strategy used is the same as for the dibenzoBODIPYs. Their linear or banana architectures are due to the structures of the precursor diketones and the spectral properties of the BODIPYs are also modulated by the nature of the substituents. Their optical properties have shown a high quantum efficiency associated with a notorious hyperchromic shift leading to fluorophore with improved brightness in the near infrared region.