Synthesis and photophysical properties of 1,7-aroyl BODIPYs: an experimental and theoretical study

Abstract

A series of new boron-dipyrromethenes bearing an aroyl functionality have been efficiently synthesized through the reaction of 2,4-disubstituted pyrroles with aromatic aldehydes followed by oxidation with DDQ and reaction with...

1,7‐isoxazolyl Substituted BODIPY Dyes – Synthesis and Photophysical Properties

“…We also noted that, as in the case of 1,7‐aroyl‐ and 1,7‐oxadiazolyl substituted BODIPYs, the largest shift to the red‐light region was obtained for ortho ‐Br 6 d (max λ em =625 nm). Comparing the obtained results of excitation and emission in a series of aroyl‐, [13a] oxadiazolyl‐ [13b] and isoxazolyl substituted BODIPYs obtained by our group, we see that the presence of oxadiazole groups at 1,7‐positions shifts the absorption and emission bands most strongly to the red region of light (Figure 4).…”

“…Here we extend such analysis to consider all modified 1,7‐aroyl systems 8 a – 8 n (corresponding to aroyl systems in Ref. [13a] and reported in Figure S6) for a straightforward comparison with the novel 1,7 isoxazole ( 6 a – 6 e ) synthesized here. Details for the calculated k nr and the experimental QY correlations are reported in the Supporting Informations (Figure S7).…”