The IR spectra of p-(3-carboxy-1-adamantyl)-calix[4]arene (AdC4A) were studied. Using IR spectroscopy, it has been shown that in calixarene in dilute solution in CCl₄, there was no free hydroxyl absorption band. The hydroxyl group band was characterized by a very low frequency, which indicates a strong intramolecular hydrogen bond on the lower rim of the calixarene molecules. On the upper rim of the calixarene, the carboxyl groups form cyclic dimer or tetramer complexes via intermolecular hydrogen bonds. The cone conformation persists, but there is a mutual influence of the hydrogen bonds along the top and bottom rims of the calixarene molecule. The structure with dimeric hydrogen bonds between the carboxyl groups is 16.5 KJ/mol more preferable than the structure with tetrameric cyclic hydrogen bonds for AdC4A. The reactivity depends on the type of association on the upper rim, whether these are hydrogen-bonded dimers or cyclic tetrameric association.

.

中文翻译：

---

用红外光谱和DFT研究了沿上下缘具有氢键的对-（3-羧基-1-金刚烷基）-杯[4]芳烃。

研究了对-（3-羧基-1-金刚烷基）-杯[4]芳烃（AdC4A）的红外光谱。使用IR光谱，已经表明，在杯芳烃在稀溶液中的CCl ₄，没有游离羟基吸收带。羟基带的特征在于非常低的频率，这表明在杯芳烃分子的下边缘上有很强的分子内氢键。在杯芳烃的上边缘，羧基通过分子间氢键形成环状二聚体或四聚体络合物。圆锥构象仍然存在，但是沿着杯芳烃分子的顶部和底部边缘存在氢键的相互影响。羧基之间具有二聚氢键的结构比AdC4A具有四聚环氢键的结构更优选16.5KJ / mol 。反应性取决于上边缘的缔合类型，无论这些是氢键二聚体还是环状四聚体缔合。

。