Tautomerization of diazene < => hydrazine via single proton tautomerization, spectral, XRD/HSA-interactions, optical and DFT/TD-DFT of new hydrazine ligand

A novel methyl (Z)-2-(2-(2-oxonaphthalen-1(2H)-ylidene)hydrazineyl)benzoate isomer ligand has been prepared instead of ( E )-methyl 2-((2-hydroxynaphthalen-1-yl)diazenyl)benzoate isomer in very good yield. The tautomerization of diazene to hydrazine was computed via DFT; the single proton tautomer-ization S(6) process was confirmed by XRD. Moreover, the XRD-crystal measurements supported the hy-drazine form as the preferred kinetic isomer; the structure of the desired ligand was also examined by IR, UV-vis., Carbon, Hydrogen and Nitrogen elemental analysis (CHN-EA), and NMR. Hirshfeld surface anal-ysis (HSA) computation was performed to support the lattice interactions resulting by X-ray diffraction (XRD) measurement. Furthermore, the time-dependent density functional theory (TD-DFT) and B3LYP/IR computation were used to support the UV-visible as well as FT-IR experimental results.(c) 2022 Elsevier B.V. All rights reserved.