ПМР ва квант-кимёвий ҳисоблаш натижалари асосида ацетиленли аминогликолларда ички молeкуляр водород боғланишларнинг (ИВБ) конформацион ҳолати ва табиатининг қиёсий таҳлили амалга оширилган. Гeминал мeтил гуруҳлари учун анизотропик кимёвий силжишнинг Мак Коннел тенгламаси бўйича ярим-эмпирик ҳисоблаш ва квант-кимёвий ҳисоблаш натижаларининг кўрсатишича, ички водород боғлари таъсирида тузилиш фрагмeнти учун асосан “гош-“ конформацияси хос бўлиб, унда φ нинг қийматлари 50.00о-56.00о оралиқ жойлашади.

Проведен сравнительный анализ конформационного состояния и характера внутримолекулярных водородных связей (ВВС) в ацетиленовых аминогликолях по данным ПМР и квантово-химических расчетов. Результаты полуэмпирического расчета анизотропного химического сдвига для геминальных метильных групп по уравнению Мак-Коннела и квантово-химических расчетов свидетельствуют, что для структурного фрагмента в присутствии ВВС характерна преимущественно гош-конформация, а значения φ находятся в пределах 50.00о – 56.00о.

The article presents data relating to the combined use of the PMR method and quantum chemical calculations to obtain information on the effect of the Air Force on the conformational state of acetylene amino glycols, which are derivatives of acetylene glycerols.

  To realize these goals,  comparative analysis of the conformational state and the nature of intramolecular hydrogen bonds (IHB) in acetylene aminoglycols using the PMR spectra and quantum chemical calculations using the «Gaussian» program was carried out.

  Based on the presented model using the semi-empirical method according to the Mc. Konnel equation, the anisotropic chemical shift (∆δ) and the difference of chemical shifts of the geminal methyl groups was calculated. According to the obtained data, the dependence of the calculated values of the anisotropic chemical shift ∆δ of each of the geminal methyl groups on the angles θ₁ and θ₂ formed by a straight line coming from the center of the acetylene bond to the edge of the sphere bounded by the protons of these groups was constructed.

  According to molecular models, the distances between donor-acceptor groups forming the air force are measured. It is noted that, in the shielded conformation, these groups are brought closer to a distance of 1.6А^о, at 30^o this distance is 1.8А^о, and at 60^o - 2.0А^о.

  By using quantum chemical calculations, data concerning to the minimum energy and angular distribution were obtained, wich allowed to evaluate the effect of the effective volume of the substituent on the conformational and energy stability of aminoglycols, the dependence of the influence of intramolecular hydrogen bonds (IHB) on the molecular energy and rotation of the carbon – carbon bond of the glycol fragment was constructed. The difference between the calculated minimum energy values ​​obtained for aminoglycols and their acylatedanalogues is used to calculate the energy contribution of the structural organization of molecules.

  There is a consistency in the results of the semi-empirical calculation of the anisotropic chemical shift for geminal methyl groups and quantum chemical calculations, which indicate that the structural fragment, in the presence of the IHB, is characterized mainly by the gauche conformation, and the φ values are within 50.00^о - 56.00^o.

  It was noted, that the blocking of hydroxyl groups by acylation leads to an increase in the minimum energy, which can be attributed to the absence of IHB in the molecules of amino glycol diacetate. From the difference in the calculated minimum energy values obtained for aminoglycols and their acylated analogues, the energy contribution of the structural organization of molecules was calculated and the dependence of the dihedral angle φ depending on the “adding weigh” of the alkyl group for mono- and diacyl- derivatives was constructed.