Deparatment of Chemistry, Mar Ivanios College, Nalanchira, Trivnadrum, Kerala, India.
Spectrochim Acta A Mol Biomol Spectrosc. 2013 Nov;115:79-91. doi: 10.1016/j.saa.2013.06.028. Epub 2013 Jun 19.
The synthesis and antimicrobial properties of 5-[(4-Bromophenyl)acetamido]-2-(4-tertbutylphenyl) benzoxazole are reported in the present work. The optimized molecular structure, (1)H NMR, vibrational frequencies, corresponding vibrational assignments of 5-[(4-Bromophenyl)acetamido]-2-(4-tert-butylphenyl) benzoxazole have been investigated experimentally and theoretically using Gaussian09 software package. Potential energy distribution of the normal modes of vibrations was done using GAR2PED program. The HOMO and LUMO analysis is used to determine the charge transfer within the molecule. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. MEP was performed by the SDD method and the predicted infrared intensities have also been reported. The calculated geometrical parameters are in agreement with that of similar derivates. The first hyperpolarizability is high and the title compound is suitable for further NLO studies. Microbiological results indicated that the title compound possessed a broad spectrum activity against the tested Gram-positive, Gram-negative bacteria.
本工作报道了 5-[(4-溴苯基)乙酰氨基]-2-(4-叔丁基苯基)苯并恶唑的合成及抗菌性能。采用 Gaussian09 软件包实验和理论研究了 5-[(4-溴苯基)乙酰氨基]-2-(4-叔丁基苯基)苯并恶唑的优化分子结构、(1)H NMR、振动频率及相应的振动归属。利用 GAR2PED 程序对振动模式的势能分布进行了分析。通过 HOMO 和 LUMO 分析，确定了分子内的电荷转移。利用 NBO 分析研究了超共轭相互作用和电荷离域导致分子稳定性。采用 SDD 方法进行 MEP 分析，并报告了预测的红外强度。计算得到的几何参数与类似衍生物一致。该化合物的一阶超极化率较高，适合进一步进行 NLO 研究。微生物学结果表明，标题化合物对测试的革兰氏阳性、革兰氏阴性细菌具有广谱活性。
