Furer V L, Vandyukov A E, Fuchs S, Majoral J P, Caminade A M, Kovalenko V I
Kazan State Architect and Civil Engineering University, Zelenaya, 1, 420043 Kazan, Russia.
AE Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Science, Arbuzov Str., 8, 420088 Kazan, Russia.
Spectrochim Acta A Mol Biomol Spectrosc. 2014;120:195-200. doi: 10.1016/j.saa.2013.10.024. Epub 2013 Oct 17.
The FT Raman spectra of the zero (Gv0) and first generations (Gv1) of phosphorus-containing dendrons with terminal carbamate groups and one ester function and [2-(4-hydroxyphenyl)ethyl]-carbamic acid tert-butyl ester (C) have been recorded and analyzed. The lines of free ν(C=O) bonds are not observed in the experimental Raman spectrum of C and thus association of carbamate groups by hydrogen bonds occur. The frequencies of ν(C=O) lines in the experimental Raman spectrum reveal the presence of the different types of H-bonds in the amorphous state of Gv0. Density functional theory (DFT) calculations of C gave geometrical parameters for the t-g-, g-g-, tg-, gg-conformers. The most stable is the gg-conformer. The structural optimization and normal mode analysis were performed for dendrons on the basis of the DFT. The calculated geometrical parameters, harmonic vibrational frequencies and Raman intensities are predicted in a good agreement with the experimental data. The experimental Raman spectra of dendrons were interpreted by means of potential energy distribution. Relying on DFT calculations the lines of a core, repeating units and terminal groups of dendrons were assigned. The polarizabilities and lipophilicity of dendrons were estimated.
已记录并分析了具有末端氨基甲酸酯基团和一个酯官能团的含磷树枝状大分子的零代(Gv0)和第一代(Gv1)以及[2-(4-羟基苯基)乙基]-氨基甲酸叔丁酯(C)的傅里叶变换拉曼光谱。在C的实验拉曼光谱中未观察到游离ν(C=O)键的谱线,因此氨基甲酸酯基团通过氢键发生缔合。实验拉曼光谱中ν(C=O)谱线的频率揭示了Gv0非晶态中存在不同类型的氢键。对C进行密度泛函理论(DFT)计算得到了t-g-、g-g-、tg-、gg-构象异构体的几何参数。最稳定的是gg-构象异构体。基于DFT对树枝状大分子进行了结构优化和简正模式分析。计算得到的几何参数、谐振动频率和拉曼强度与实验数据预测吻合良好。通过势能分布对树枝状大分子的实验拉曼光谱进行了解释。依靠DFT计算对树枝状大分子的核心、重复单元和末端基团的谱线进行了归属。估算了树枝状大分子的极化率和亲脂性。