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Bis-corroles have been prepared through a convergent synthesis using a copper-catalyzed azide-alkyne cycloaddition. Synthesis of the final homo- and heterobimetallic complexes has been achieved in three to four steps from commercially available materials in good overall yield. Meso-substituted corroles functionalized with a single azido or propargyl group were used as key starting materials. (C6F5)2(p-O(CH2CCH)Ph)corroleH3 (1) and ((C6F5)2(m-CH2N3)Ph)corroleH3 (3) were metalated with copper or iron and attached by Huisgen azide-alkyne cycloaddition ("click" reaction) first to small substrates and then to each other, demonstrating a convergent synthesis of bimetallic bis-corrole molecules.

The first examples of lanthanide corroles are prepared by two synthetic routes. (Mes2(p-OMePh)corrole)La·4.5DME (1·4.5DME) and (Mes2(p-OMePh)corrole)Tb·4DME (2·4DME) are prepared from the free base corrole and Ln((NSiMe3)2)3, while (Mes2(p-OMePh)corrole)Gd·TACNMe3 (3·TACNMe3) is prepared by metathesis of the recently reported Li3 corrole and GdCl3.

The lithium corrole complex (Mes(2)(p-OMePh)corrole)Li(3)·6THF (1·6THF), prepared via deprotonation of the free-base corrole with lithium amide, acts as precursor for the preparation of cyclopentadienyl zirconium(iv) corrole (2) and pentamethylcyclopentadienyl titanium(IV) corrole (3).

The appearance of resistant strains and the persistence of biofilms on different surfaces in a wide range of settings represent serious public health threats. Antimicrobial photodynamic inactivation (aPDI) is a promising alternative technology to overcome these challenges. The current study assessed the antimicrobial effect of polyethylene terephthalate (PET) discs covalently functionalized with a cationic porphyrin, against E. coli ATCC 25922 and Pseudomonas aeruginosa (Schroeter) Migula (ATCC® 10145™) growth. Irradiation with white LED light for 6 h resulted in 1.51 ± 0.03 and 3.26 ± 0.24 log reduction of planktonic P. aeruginosa and E. coli , respectively. The study also assessed the effect of the functionalized discs on biofilm formation by E. coli , P. aeruginosa, and Staphylococcus aureus subsp. aureus (ATCC® 6538P™). The biovolumes of S. aureus , P. aeruginosa, and E. coli biofilms were decreased by 0.6 ± 0.1, 0.56 ± 0.13 and 0.74 ± 0.06 log reduction, respectively. These results emphasize the ability of porphyrin-functionalized photoactive surfaces to kill bacterial cells and consequently prevent biofilm formation. • Porphyrin tethered photoactive discs were assessed for their antimicrobial effect. • Irradiation of the discs reduced the counts of the tested strains. • Photodynamic inactivation of the tested strains also inhibited their biofilms. • The data demonstrates a potential approach to mitigate the threats of biofilms. [ABSTRACT FROM AUTHOR]