Akademik Veri Yönetim Sistemi
Chemistry and Biodiversity, cilt.22, sa.9, 2025 (SCI-Expanded, Scopus)
In the context of research into new synthetic possibilities under the conditions of catalytic olefination reaction (COR), based on (E)-2-((2-(p-tolyl)hydrazineylidene)methyl)phenol (an N-substituted phenylhydrazone), (E)-2-(2,2-dichloro-1-(phenyldiazenyl)vinyl)phenol (dichlorovinyldiazene) was synthesized. This compound undergoes a one-step conversion with ethyl alcohol to yield the corresponding (Z)-3-(2-(p-tolyl)hydrazineylidene)benzofuran-2(3H)-one. To assess its interactions with biological targets, a single-crystal X-ray diffraction structure analysis and Hirshfeld surface analysis were conducted. It was established that the molecule is nearly planar, with its conformation stabilized by intramolecular N—H…O hydrogen bonding, forming an S(6) ring motif. Intermolecular C—H…O hydrogen bonds link molecular pairs to form inversion dimers. Additionally, π⋯π stacking interactions were observed between the positively charged carbon of the furan ring (due to the oxygen injection effect) and the negatively charged center of an adjacent benzene ring. A comparative analysis of antibacterial activity was conducted in vivo against Acinetobacter baumannii BDU32, Escherichia coli BDU12, Pseudomonas aeruginosa BDU49, Klebsiella pneumoniae BDU44, and Staphylococcus aureus BDU23.