3,5–Bis(2–Hydroxyphenyl)–1 <i>H–</i> 1,2,4–Triazole Derivatives: Synthesis, Crystal Structure and Insecticidal Activity

Abstract

Abstract In an effort to discover new molecules with good insecticidal activities, a series of 3,5‐bis (2‐hydroxyphenyl)‐1H‐1,2,4‐triazole derivatives were synthesized. The X–ray crystallographic and Hirshfeld surface calculation study of compound 4 c reveal the structural characteristics and strong intermolecular interactions and also evaluated for it's insecticidal activity. The bioassays data demonstrate that all the target compounds possess remarkable activities against broad bean aphid with the mortalities ranging from 98.12% to 100% at the concentration of 100 mg/L. In particular, methyl 4‐[3,5‐bis(2–hydroxyphenyl)‐1 H ‐1,2,4‐triazol‐1‐yl] benzoate (85.53%) shows higher activity than dinotefuran (85.25%) at the concentration of 10 mg/L whereas other compounds display low activity at the same concentration. The docking model of compound 4a shows possible mechanism of insecticidal action of target compounds. These results indicate that 3,5−bis (2−hydroxyphenyl) ‐1 H ‐1,2,4–triazole derivatives could be developed as novel and promising insecticides.