Research Information System
Journal of Molecular Structure, vol.1335, 2025 (SCI-Expanded)
Herein, the spiro-bino-spiro-(sbs)biscyclotriphosphazenes and novel twenty-membered bis(cyclotriphos-phaza)macrocycles were prepared. Reactions of starting compounds (3 and 4) with n-propylamine, n-butylamine and isopropylamine gave amino-substituted sbs-bis(spirocyclotriphosphazenes) (5–10). Furthermore, reactions of 3 and 4 with symmetrical bulky ligands (1 and 2) produced bis(dichlorocyclotriphosphaza)macrocycles (11–16). These macrocycles exist as cis-cis (11 and 14), trans-trans (12 and 15) and cis-trans (13 and 16) isomers. Sbs-bisspirocyclotriphosphazene (10) and bis(cyclotriphosphaza)macrocycles (11–16) have two and four equivalent stereogenic P-centers, respectively. All the new phosphazenes were structurally characterized using elemental analysis, mass spectrometry, and 1H, 13C and 31P NMR methods. The molecular structure of the cis-trans bis(cyclotriphosphaza)macrocycle compound (16) was elucidated by single crystal X-ray crystallography. The results reveal that the absolute configuration of one enantiomer of 16 was SRRR. Since 16 crystallizes in the centrosymmetric P 21/n space group, which does not include the Sohncke group, it must exist as "racemates" in the crystal lattice. The Hirshfeld surface (HS) analysis highlighted the significance of H. H, H. Cl/Cl. H and H. N/N. H interactions in the crystal packing. The cytotoxicity research of 5 and 7 against Vero and HT-29 cells clarified their anticancer activities. Also, phosphazenes (5 and 7) were determined to have significant antifungal activity against Candidas. Additionally, compounds (5 and 7) exhibit more effective DNA cleavage activity than the others.