Focusing on the dipyrrinato complexes with Group 13 elements, the boron analogues (BODIPY, 2) are the most famous dipyrrin chelates due to their facile preparation and functionalization. Their advantageous emissive features direct the focus towards applications as fluorescence probes and sensors and in optoelectrical devices and bioimaging. Likewise, gallium and indium complexes can be coordinated with dipyrrin ligands. Frequently, these dipyrrin complexes, in comparison with the boron alternatives, are considered as poor emissive chelates; however, this is not a hard-and-fast rule. Recently, Wan et al. reported the synthesis of the stable monomeric gallium chelate 3 (the analogue of BODIPY), which resembled the highly fluorescence profile and the photophysical properties of BODIPY dyes along with a similar tetrahedral geometry. The tris(dipyrrinato)gallium(III) complex 4 showed poor fluorescence emission (Φf = 0.024 in hexane), whilst the monomeric complex 3 had highly luminescent properties (Φf = 0.82 in DCM, 0.91 in toluene). Factors that affect the absorption and emission properties include the metal center but also the number and nature of the coordinated ligands. Sazanovich et al. showed that by altering the 5-substitution and by increasing the size of the aryl group in zinc bis(dipyrrins), the non-radiative decay could be diminished, with a considerable increase in the fluorescence quantum yield. Similarly, the homoleptic tris(dipyrrinato)indium(III) complexes 5a and 5d were emitting less (Φf = 0.074 in hexane and Φf = 0.028 in toluene, respectively) than the heteroleptic analogues 5b,c, which exhibit stronger fluorescence features (Φf = 0.41 and Φf = 0.34 in toluene, respectively). Lastly, Gutsche et al. evaluated the phototoxicity of indium(III), iron(III), and gallium(III) tris(dipyrrinato) complexes bearing pentafluorophenyl moieties with alcohols and thiocarbohydrates. They tested the phototoxicity against various tumor cell lines and against the bacterium S. aureus. Promising phototoxic results were exhibited by the glycosylated analogues of tris(dipyrrinato)gallium(III) complexes. Only few reports have been published to date on aluminum dipyrrin complexes. Aluminum finds a wide range of uses in material, pharmaceutical sciences, and food industry; whereas organometallic complexes containing aluminum are used as catalysts. Notably, Al is the most abundant metallic element and the third most abundant of all elements in the earth's crust making it a crucial target in developing more sustainable metal containing materials and drugs. An example of aluminum drugs in photodynamic therapy (PDT) is the sulfonated aluminum phthalocyanine Photosens, which has been clinically approved for the treatment of some cancers. Giannopoulos et al. described the synthesis of monomeric dipyrrinato aluminum (ALDIPY) complexes bearing mesityl substituents at the α-pyrrolic positions (6,7) whilst the photophysical properties were beyond the aim of the work. The introduction of bulky aryl groups at the α-position of the pyrrole ring resulted in a steric hindrance which stabilizing the reactive Al(III) center towards the formation of the mono dipyrrin aluminum complexes. Additionally, Ikeda et al. reported N2O2type aluminum dipyrrins (8,9) which displayed an absorption maximum at ca. 600 nm and exhibited moderate to high fluorescence quantum yields. Lack of a α-pyrrolic substituents allows for the formation of 1:3 metal-ligand complexes of trivalent metals. 20 years ago a patent reported the structures of tris(dipyrrinato)aluminum(III) complexes, where aluminum adopted an octahedral coordination geometry. Apart from this patent, which was directed towards optoelectronic applications, we are unaware of other chemical or photophysical characterizations of such complexes. In this study, we sought to develop a library of novel homoleptic tris(dipyrrinato)aluminum(III) [AL(DIPY)3] complexes with the aim of investigating their structural and photophysical properties and possible use in photodynamic therapy.