Quantum-Chemical Study of Compounds Containing Intramolecular O-H•••O=C Bond

被引：1
|
作者：
Varfolomeeva, V. V. [1 ]
机构：
[1] Korolev Samara State Aerosp Univ, Samara 443086, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2011年 / 81卷 / 09期
关键词：
HYDROGEN-BOND; ACETYLCHLORIDE;
D O I：
10.1134/S1070363211090131
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
New results of the study of stable intermediates containing an intramolecular hydrogen bond O-H center dot center dot center dot O=C in the gas phase and solvents, carbon tetrachloride and dioxane, were analyzed. The structural and energy characteristics of the stable conformers of these compounds were determined by a MR2/6-311++G(d, p) method. The most stable is the hydrogen-bonded conformer of 1-hydroxy-1-chloroethyl acetate molecule. The approaches to accounting for the effects of the O-H center dot center dot center dot O=C intramolecular hydrogen bonding on the molecules reactivity were discussed. DOI: 10.1134/S1070363211090131
引用
收藏
页码：1812 / 1817
页数：6
相关论文
共 50 条
  • [21] QUANTUM-CHEMICAL CALCULATIONS OF THE REACTION OF ISOCYANATES WITH COMPOUNDS, CONTAINING A POLARIZED C equals C BOND.
    Nizel'skii, Yu.N.
    Kozak, N.V.
    Lipatova, T.E.
    Soviet progress in chemistry, 1987, 53 (07): : 110 - 114
  • [22] Correlation of O-H stretching frequencies and O-H⋯O hydrogen bond lengths in minerals
    Institut für Mineralogie und Kristallographie, Universität Wien - Geozentrum, Vienna
    A-1090, Austria
    Monatsh. Chem., 8 (1047-1059):
  • [23] Correlation of O-H stretching frequencies and O-H•••O hydrogen bond lengths in minerals
    Libowitzky, E
    MONATSHEFTE FUR CHEMIE, 1999, 130 (08): : 1047 - 1059
  • [24] Hydrogen bond docking preference in furans: O-H•••π vs. O-H•••O
    Jiang, Xiaotong
    Tsona, Narcisse T.
    Tang, Shanshan
    Du, Lin
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 191 : 155 - 164
  • [25] Accurate ab initio calculations of O-H•••O and O-H•••-O proton chemical shifts: towards elucidation of the nature of the hydrogen bond and prediction of hydrogen bond distances
    Siskos, Michael G.
    Tzakos, Andreas G.
    Gerothanassis, Ioannis P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (33) : 8852 - 8868
  • [26] Is there an O-H•••C hydrogen bond in the cation of cis o-cresol?
    Vank, JC
    Jensen, SJK
    Tang, TH
    Csizmadia, IG
    JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2001, 537 : 189 - 192
  • [27] QUANTUM-CHEMICAL CALCULATIONS OF OXIDATION INHIBITORS .4. ENERGIES OF O-H AND N-H BOND-DISSOCIATION IN RADICALS OF POLYFUNCTIONAL ANTIOXIDANTS
    LUZHKOV, VB
    KASAIKINA, OT
    ZHURNAL OBSHCHEI KHIMII, 1992, 62 (03): : 635 - 638
  • [28] Cooperative Strengthening of an Intramolecular O-H•••O Hydrogen Bond by a Weak C-H•••O Counterpart: Matrix-Isolation Infrared Spectroscopy and Quantum Chemical Studies on 3-Methyl-1,2-cyclohexanedione
    Samanta, Amit K.
    Pandey, Prasenjit
    Bandyopadhyay, Biman
    Chakraborty, Tapas
    JOURNAL OF PHYSICAL CHEMISTRY A, 2010, 114 (04): : 1650 - 1656
  • [29] Evaluation of a combined quantum chemical method used in calculating O-H bond dissociation enthalpy
    Sun, YM
    Zhang, HY
    Chen, DZ
    CHINESE JOURNAL OF CHEMISTRY, 2001, 19 (07) : 657 - 661
  • [30] Synthesis of oxygen-containing heterocyclic compounds based on the intramolecular O-H insertion and Wolff rearrangement of α-diazocarbonyl compounds
    Liao, Mingyi
    Dong, Suwei
    Deng, Guisheng
    Wang, Jianbo
    TETRAHEDRON LETTERS, 2006, 47 (27) : 4537 - 4540
12345