Synthesis, Characterization, and Theoretical Study of Novel Charge-Transfer Complexes Derived from 3,4-Selenadiazobenzophenone

Abstract

In the current study, a direct method was used to synthesize a new series of charge-transfer complex compounds. Reaction of different quinones with 3,4-selenadiazo benzophenone in a 1:1 mole ratio by acetonitrile gave a unique charge-transfer complex compound in a good yield. All compounds were characterized by UV-Vis, FTIR, 1H-NMR, and 13C-NMR. The analysis findings agreed with the produced compound’s proposed chemical structures. The molecular structure of the produced charge-transfer complex compounds has been investigated using density functional theory. The basis set of 3–21G geometrical designs throughout the geometry optimization, HOMO surfaces, LUMO surfaces, and energy gap has been created. The acceptor and donor have also been studied by comparing the HOMO energies of the charge-transfer complexes. The lower case, electron affinity, ionization potential, electronegativity, and electrophilicity where the total energies of donor-acceptor system and geometric structures demonstrate this structure’s stability. Additionally, the donor-acceptor system has higher reactivity than other systems and larger average polarizability when compared to the donor and acceptor. The findings of this study enable us to choose the kind of bridge that will interact with the donor and acceptor to determine the physical characteristics of the donor-bridge-acceptor.

New Charge-Transfer Complexes of Organochalcogenide Compound Based on Aryl Acetamide Group with Quinones: Synthesis, Characterization, Antioxidant, and Computational Study

“…DDQ chargetransfer complexes I-V show multi charged transfer bands at 350-364 nm, and new bands at 587, 474, and 393 nm, for CT complexes III, IV, and V, respectively. These bands are attributed to the electron transition from HOMO for the donor to LUMO for the acceptor [7,[29][30]. Moreover, TCNE charge-transfer complex VI exhibited new bands at 396, 473, 647, and 742 nm, while CT VII showed a new band at 393 nm.…”

“…Moreover, TCNE charge-transfer complex VI exhibited new bands at 396, 473, 647, and 742 nm, while CT VII showed a new band at 393 nm. TCNQ CT complex VIII exhibited new bands at 399, 474, 610, and 744 nm due to electron transfer from HOMO for the donor to LUMO for the acceptor [7,[29][30].…”

“…13 C-NMR spectra of CT complexes were recorded in DMSO-d 6 , and their data were summarized in Table 3 and Fig. S17 to a carbon of CH 2 -S, while complexes II, IV, V, and VI gave a signal in the range of 23.17-27.40 ppm, with the carbon of CH 2 -Te exhibited at 37.95 ppm [7,30,33].…”

“…Charge-transfer complexes combine an electron donor with low ionization energy and an electron acceptor with high electronegativity. Some common examples of electron-donor compounds include amines, nitrogen-mixed bases, crown ethers, and organochalcogenides [1][2][3][4][5][6][7][8]. The spectra of these complexes are characterized by the appearance of a charge-transfer absorption band in the visible region resulting from electron transition between the highest occupied molecular orbital (HOMO) for a donor with the lowest unoccupied molecular orbital (LUMO) for the acceptor.…”

“…A new chargetransfer complexes have been developed through a direct reaction between (PhNHCOCH 2 ) 2 Se, (o-CH 3 PhNHCOCH 2 ) 2 Se, and (PhCH 2 NHCOCH 2 ) 2 E, where E = S, Se, and Te are electron donors and different quinones are electron acceptors. The quinones used in the reaction were 2 ,7,7',8, and tetracyanoethane. The electron donors and electron acceptor mol were 1:1, and the reaction was conducted in acetonitrile.…”