Podyachev S N, Litvinov I A, Shagidullin R R, Buzykin B I, Bauer I, Osyanina D V, Avvakumova L V, Sudakova S N, Habicher W D, Konovalov A I
A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of Russian Academy of Sciences, Arbuzov str. 8, 420088 Kazan, Russia.
Spectrochim Acta A Mol Biomol Spectrosc. 2007 Feb;66(2):250-61. doi: 10.1016/j.saa.2006.02.049. Epub 2006 Jul 28.
By reaction of 4-tert-butylphenoxyacetylhydrazide with aromatic aldehydes and acetone a new series of 4-tert-butylphenoxyacetylhydrazones was synthesized. The structural peculiarities of the investigated molecules have been determined by means of X-ray analysis and IR spectroscopy. The diagnostically important IR spectral criteria required for the conformational analysis of acethylhydrazones have been considered. It was established that the 4-tert-butylphenoxyacetylhydrazide in condensed phase exists only as a ZN-C(O)-conformer. Its derivatives exist as EN-C(O) and ZN-C(O)-forms. As a rule, the prevalence of ZN-C(O)-form has been observed in CCl4 solutions. The structure of investigated compounds is also determined by a system of inter- and intramolecular hydrogen bonds. The energy of hydrogen bonds was estimated.
通过4-叔丁基苯氧基乙酰肼与芳香醛和丙酮的反应,合成了一系列新的4-叔丁基苯氧基乙酰腙。通过X射线分析和红外光谱法确定了所研究分子的结构特点。考虑了乙酰腙构象分析所需的具有诊断重要性的红外光谱标准。已确定4-叔丁基苯氧基乙酰肼在凝聚相中仅以ZN-C(O)-构象异构体形式存在。其衍生物以EN-C(O)和ZN-C(O)-形式存在。通常,在四氯化碳溶液中观察到ZN-C(O)-形式占优势。所研究化合物的结构也由分子间和分子内氢键系统决定。估计了氢键的能量。