First Trifluoromethylated Phenanthrolinediamides: Synthesis, Structure, Stereodynamics and Complexation with Ln(III)

• Published in: Molecules (Basel, Switzerland) Vol. 27; no. 10; p. 3114
• Main Authors: Ustynyuk, Yuri A, Lemport, Pavel S, Roznyatovsky, Vitaly A, Lyssenko, Konstantin A, Gudovannyy, Alexey O, Matveev, Petr I, Khult, Ennie K, Evsiunina, Mariia V, Petrov, Vladimir G, Gloriozov, Igor P, Pozdeev, Anton S, Petrov, Valentine S, Avagyan, Nane A, Aldoshin, Alexander S, Kalmykov, Stepan N, Nenajdenko, Valentine G
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 12.05.2022; MDPI
• Subjects: Amides - chemistry; Binding sites; Catalysis; Chemistry; Complex compounds; DFT calculations; Fluorine; fluorine-containing; Geometry; Lanthanoid Series Elements - chemistry; Ligands; Magnetic Resonance Spectroscopy; Materials science; N,O-hybrid ligands; Nitrogen; NMR; Nuclear magnetic resonance; phenanthroline; Phenanthrolines; Stereoisomerism; X ray analysis; X-ray diffraction; NMR; phenanthroline; fluorine-containing; stereodynamics; X-ray diffraction; N,O-hybrid ligands; lanthanoids; DFT calculations; complexes
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules27103114

The first examples of 1,10-phenanthroline-2,9-diamides bearing CF -groups on the side amide substituents were synthesized. Due to stereoisomerism and amide rotation, such complexes have complicated behavior in solutions. Using advanced NMR techniques and X-ray analysis, their structures were completely elucidated. The possibility of the formation of complex compounds with lanthanoids nitrates was shown, and the constants of their stability are quantified. The results obtained are explained in terms of quantum-chemical calculations.