An efficient synthesis of formylBODIPYs has been established based on an oxidation with PCC of 3-methylBODIPYs. It has been demonstrated that this reagent can oxidize methyl groups at such position of the BODIPY core, regardless of its substitution pattern. Moreover, through this procedure it is possible to synthesize 8-aryl-3,5-diformylBODIPYs, which are otherwise difficult to obtain. These precursors have been functionalized to develop fluorescent sensors of amino acids or photosensitizers for singlet oxygen generation.

Bright BODIPY photosensitizers reveal LDs as valuable targets for PDT.

We have established an easy synthetic protocol for selectively developing all-orthogonal BODIPY trimers with unprecedented geometries on the basis of selecting methyl oxidation versus electrophilic formylation of key dimeric precursors. Photophysical characterization together with biological assays unraveled the most suitable BODIPY–BODIPY geometrical arrangements within the trimer, forcing them to serve as molecular platforms for the development of new, advanced heavy-atom-free photosensitizers for photodynamic therapy and phototheragnosis.

We report the design of a new model based on a small neutral 8-aryl-3-formylBODIPY and its suitability to develop privileged highly-bright and photostable fluorescent probes for selective and, more important,...

The search for long-lived red andN IR fluorescent dyes is challenging and hitherto scarcely reported. Herein, the viability of aza-BODIPY skeleton as ap romising system for achieving thermala ctivated delayed fluorescent (TADF) probes emitting in this target region is demonstrated fort he first time. The synthetic versatility of this scaffold allows the design of energy and charget ransferc assettes modulating the stereoelectronic propertieso ft he energyd onors, the spacer moieties and the linkage positions. Delayed emission from these architectures is recorded in the red spectral region(695-735 nm) with lifetimes longer than 100 msi n aerated solutionsa tr oom temperature. The computationalaided photophysical study under mild andh ard irradiation regimes disclose the interplayb etween molecular structure and photonic performance to develop long-lived fluorescence red emitters through thermally activated reverse intersystemc rossing. The efficienta nd long-lasting NIR emission of the newlys ynthesized aza-BODIPY systems provides a basis to develop advanced opticalm aterials with exciting and appealing photonic response.