Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.
Department of Chemistry, Science College, An-Najah National University, Nablus P.O. Box 7, Palestine.
Molecules. 2020 Dec 16;25(24):5970. doi: 10.3390/molecules25245970.
The ⇔ isomerization of 2,5-dimethoxybenzaldehyde was theoretically studied by density functional theory (DFT) to examine its favored conformers via sp-sp single rotation. Both isomers were docked against 1BNA DNA to elucidate their binding ability, and the DFT-computed structural parameters results were matched with the X-ray diffraction (XRD) crystallographic parameters. XRD analysis showed that the -isomer was structurally favored and was also considered as the kinetically preferred isomer, while several hydrogen-bonding interactions detected in the crystal lattice by XRD were in good agreement with the Hirshfeld surface analysis calculations. The molecular electrostatic potential, Mulliken and natural population analysis charges, frontier molecular orbitals (HOMO/LUMO), and global reactivity descriptors quantum parameters were also determined at the B3LYP/6-311G(d,p) level of theory. The computed electronic calculations, i.e., TD-SCF/DFT, B3LYP-IR, NMR-DB, and GIAO-NMR, were compared to the experimental UV-Vis., optical energy gap, FTIR, and H-NMR, respectively. The thermal behavior of 2,5-dimethoxybenzaldehyde was also evaluated in an open atmosphere by a thermogravimetric-derivative thermogravimetric analysis, indicating its stability up to 95 °C.
通过密度泛函理论（DFT）对 2,5-二甲氧基苯甲醛的异构化进行了理论研究，通过 sp-sp 单旋转检查其优势构象。将两种异构体对接至 1BNA DNA 以阐明它们的结合能力，并用 DFT 计算的结构参数结果与 X 射线衍射（XRD）晶体学参数进行匹配。XRD 分析表明，-异构体在结构上是有利的，也被认为是动力学上优先的异构体，而 XRD 在晶格中检测到的几种氢键相互作用与 Hirshfeld 表面分析计算吻合良好。还在 B3LYP/6-311G(d,p)理论水平上确定了分子静电势、Mulliken 和自然布居分析电荷、前沿分子轨道（HOMO/LUMO）和全局反应性描述符量子参数。计算的电子计算，即 TD-SCF/DFT、B3LYP-IR、NMR-DB 和 GIAO-NMR，分别与实验 UV-Vis、光学能隙、FTIR 和 H-NMR 进行了比较。还通过热重-差热分析在开放气氛中评估了 2,5-二甲氧基苯甲醛的热行为，表明其在 95°C 以下稳定。
