Fluorescent azadipyrrinato zinc(ii) complex: hybridisation with a dipyrrinato ligand

Abstract

We synthesised heteroleptic azadipyrrinato-dipyrrinato hybrid zinc(II) complex 1-Zn-2, by means of the stepwise coordination method. Homoleptic bis(azadipyrrinato)zinc(II) complex 1-Zn-1 was non-fluorescent, whereas 1-Zn-2 exhibited detectable fluorescence from azadipyrrinato ligand 1.

Heteroleptic [Bis(oxazoline)](dipyrrinato)zinc(II) Complexes: Bright and Circularly Polarized Luminescence from an Originally Achiral Dipyrrinato Ligand

“…This electronic structure leads to the suppression of non‐emissive symmetry‐breaking charge separation . The validity of our strategy has been further verified by heteroleptic tris(dipyrrinato)indium(III) and (azadipyrrinato)(dipyrrinato)zinc(II) complexes that also show brighter luminescence than the corresponding homoleptic complexes. The limitation of this strategy is clear when attempting to gain bright fluorescence from a simple, non‐π‐expanded dipyrrinato ligand (for example, the left‐hand dipyrrinato ligand of 1 in Figure a).…”

Metal dipyrrin complexes as potential photosensitizers for photodynamic therapy

“…Despite much progress in the tuning of the photophysical properties of these complexes, the corresponding BODIPY complexes remain the best of the class. [19][20][21][22][23][24] Next to applications as fluorescent probes, dipyrrin complexes and especially BODIPY complexes have also recently received attention for their utilisation as photosensitizers (PSs) for photodynamic therapy (PDT) for the treatment of bacterial, fungal or viral infections as well as various types of cancer (e.g., lung, bladder, oesophageal, and brain cancer). [25][26][27][28][29][30] During a PDT treatment, a PS is injected, either locally or systemically.…”

Azadipyrromethenes: from traditional dye chemistry to leading edge applications

“…[36][37][38][39][40][41][42][43][44][45][46] Typically, complexes are formed under mild rt conditions in THF with t-butoxide or DIPEA as base. This points to an ever expanding future for these complexes not just for their own inherent properties but also for catalysis and material applications.…”