Molecular structures of 2-arylaminomethyl-1H-benzimidazole: Spectral, electrochemical, DFT and biological studies
Molecular structures of 2-arylaminomethyl-1H-benzimidazole: Spectral, electrochemical, DFT and biological studies
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DOI：
10.1016/j.saa.2012.01.080
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发表时间：
2012-06-01
影响因子：
4.4
通讯作者：
Mansour, Ahmed M.
中科院分区：
文献类型：
--
作者：
Ghani, Nour T. Abdel;Mansour, Ahmed M.
在目前的工作中，通过各种物理化学技术对(1H-苯并咪唑-2-基甲基)-N-(4-氯-苯基)-胺(L-1)和(1H-苯并咪唑-2-基甲基)-N-(4-碘-苯基)-胺(L-2)的结构研究进行了广泛的研究。通过DFT/B3LYP方法获得了优化的几何结构、简谐振动频率、自然键合轨道（NBO）分析和前沿分子轨道（FMO）。 TD-DFT 计算有助于分配电子跃迁。可极化连续介质模型 (PCM) 无法描述应用规范不变原子轨道 (GIAO) 方法计算的与 NH 质子相关的实验化学位移，但通过考虑特定的溶质 - 溶剂相互作用，理论值和实验值之间取得了很好的相关性。 OFT 计算表明理论结果与观测结果非常吻合。这些化合物通过抑制所研究细菌的代谢生长而表现出高生物活性。 (C) 2012 Elsevier B.V. 保留所有权利。
In the present work, structural studies on (1H-benzimidazol-2-ylmethyl)-N-(4-chloro-phenyl)-amine (L-1) and (1H-benzimidazol-2-ylmethyl)-N-(4-iodo-phenyl)-amine (L-2) have been done extensively by a variety of physico-chemical techniques. Optimized geometrical structures, harmonic vibrational frequencies, natural bonding orbital (NBO) analysis, and Frontier molecular orbitals (FMO) were obtained by DFT/B3LYP method. TD-DFT calculations help to assign the electronic transitions. The polarizable continuum model (PCM) fails to describe the experimental chemical shift associated with the NH protons as calculated by applying Gauge-invariant atomic orbital (GIAO) method, but a very good correlation between the theoretical and experimental values was achieved by taking into account the specific solute-solvent interactions. OFT calculations showed a good agreement between the theoretical and observed results. These compounds exhibited a high biological activity through the inhibition of the metabolic growth of the investigated bacteria. (C) 2012 Elsevier B.V. All rights reserved.