Journal of Photochemistry and Photobiology A: Chemistry, cilt.476, 2026 (SCI-Expanded, Scopus)
This study was undertaken to report the synthesis, characterizations and potential applications of new hybrid inorganic/organic multiheterocyclic chiral dispirocyclotriphosphazene conjugates bearing ferrocenyl and carbazolyl pendant arms. Herein, from the reactions of tetrachloromono-ferrocenylspiro-(N/N)-cyclotriphosphazene, (FcSpiro-6)CH3(N3P3)Cl4 ( 1 ), with carbazolyl-diamines ( 2 – 4 ), only trans ( 2a- 4 a ) and cis ( 2b-4b ) isomers were regioselectively obtained as dispirocyclic products. Because cis- and trans-dispirocyclotriphosphazenes have two different spirorings and two non-equivalent chiral P-centers, they form pseudomesoracemates (RR′/SS′) and racemates (RR′/SS′), respectively. Structural characterizations were performed using a variety of spectroscopic techniques, including 1D and 2D NMR (1H, 13C, 31P, HSQC and HMBC), FTIR, mass spectrometry and elemental analysis. The crystal structures of trans-2a and cis-4b were elucidated by crystallography. The chiralities of trans - 2a and cis - 4b were further investigated by 31P NMR spectra using a chiral solvating agent ( CSA ), as well as by Circular Dichroism ( CD ) spectroscopy of trans-2a , trans-4a and cis-4b. Additionally, photophysical properties of trans-2a , trans-4a and cis-4b were investigated using UV–Vis and fluorescence spectroscopies and their fluorescence lifetimes were determined as 2.04, 2.26 and 9.50 ns, respectively. Also, antimicrobial activities of new phosphazenes were evaluated in vitro against bacterial and fungal strains. It was concluded that several compounds demonstrated significant antimicrobial efficacies. Plasmid pBR322 DNA binding interactions were analyzed to reveal the abilities of the compounds to trigger conformational changes and inhibit restriction enzyme cleavage. The results show that dispirocyclotriphosphazenes caused conformational changes in DNA. Moreover, three compounds were evaluated for their potential uses in dye-sensitized solar cells ( DSSCs ) and two phosphazenes were investigated for memory devices.