2-(4-氧代-3-苯基噻唑烷-2-亚基)丙二腈的计算研究

Computational studies of 2-(4-oxo-3-phenylthiazolidin-2-ylidene)malononitrile.

作者信息

Mabkhot Yahia N, Al-Showiman Salim S, Barakat A, Soliman S M, Kheder Nabila A, Alharbi Mohammed M, Asayari Abdulrahman, Muhsinah Abdullatif Bin, Ullah Asad, Badshah Syed Lal

机构信息

1Department of Pharmaceutical Chemistry, College of Pharmacy, King Khalid University, Abha, 61441 Saudi Arabia.

2Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh, 11451 Saudi Arabia.

出版信息

BMC Chem. 2019 Feb 18;13(1):25. doi: 10.1186/s13065-019-0542-6. eCollection 2019 Dec.

The molecular structure of the 2-(4-oxo-3-phenylthiazolidin-2-ylidene) malononitrile () is calculated using DFT B3LYP/6-311G(d, p) method. The calculated geometric parameters are in good agreement with the experimental data. The NBO calculations were performed to predict the natural atomic charges at the different atomic sites and study the different intramolecular charge transfer (ICT) interactions occurring in the studied system. The BD(2)C17-C19 → BD*(2)C14-C15, LP(2)O2 → BD*(1)N5-C9 and LP(1)N5 → BD*(2)C10-C11 ICT interactions causing stabilization of the system by 23.30, 30.63 and 52.48 kcal/mol, respectively. The two intense electronic transition bands observed experimentally at 249 nm and 296 nm are predicted using the TD-DFT calculations at 237.9 nm (f = 0.1618) and 276.4 nm (f = 0.3408), respectively. These electronic transitions are due to H-3 → L (94%) and H → L (95%) excitations, respectively.

采用DFT B3LYP/6 - 311G(d, p)方法计算了2-(4-氧代-3-苯基噻唑烷-2-亚基)丙二腈（）的分子结构。计算得到的几何参数与实验数据吻合良好。进行NBO计算以预测不同原子位点的自然原子电荷，并研究在所研究体系中发生的不同分子内电荷转移（ICT）相互作用。BD(2)C17 - C19 → BD*(2)C14 - C15、LP(2)O2 → BD*(1)N5 - C9和LP(1)N5 → BD*(2)C10 - C11的ICT相互作用分别使体系稳定23.30、30.63和52.48千卡/摩尔。通过TD - DFT计算分别预测了实验中在249纳米和296纳米处观察到的两个强电子跃迁带，分别为237.9纳米（f = 0.1618）和276.4纳米（f = 0.3408）。这些电子跃迁分别归因于H - 3 → L（94%）和H → L（95%）激发。