Investigation of N-H•••O interactions in N-monosubstituted caproamide - Ether systems: FT-IR and FT-NIR spectroscopic study

被引:2
作者
Despotovic, V [1 ]
Kordic, B. [1 ]
Kovacevic, M. [1 ]
Petrovic, S. [2 ]
Jovic, B. [1 ]
机构
[1] Univ Novi Sad, Fac Sci, Dept Chem Biochem & Environm Protect, Trg D Obradovica 3, Novi Sad 21000, Serbia
[2] Univ Belgrade, Fac Technol & Met, Karnegijeva 4, Belgrade 11000, Serbia
关键词
N-monosubstituted caproamides; Hydrogen bond; Ethers; FT-IR; FREQUENCY-SHIFTS; HYDROGEN; PYRIDINE; WATER;
D O I
10.1016/j.molstruc.2018.12.081
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
This paper reports FT-IR and FT-NIR spectroscopic study of hydrogen bonding between N-mono-substituted caproamides and different ethers (diethyl ether and tetrahydrofuran) in carbon tetrachloride. With increase in ether concentration increase in intensity of red-shifted band, and decrease of intensity of monomer band has been observed. The MIR and NIR spectroscopic characteristics for N-H center dot center dot center dot O hydrogen bonded complexes and also the equilibrium constants for 1:1 complex formation are given. Further, influence of structural differences of ethers on hydrogen bonding was investigated using Taft equation. Good correlation between logarithm of formation constants and Taft steric and inductive factors has been obtained only for tetrahydrofuran in MIR range. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:19 / 24
页数:6
相关论文
共 27 条
  • [1] [Anonymous], [No title captured]
  • [2] Barrow G.M., 1962, Introduction to Molecular Spectroscopy
  • [3] INFRARED STUDIES OF HYDROGEN BONDING IN ALCOHOL-BASE SYSTEMS
    BECKER, ED
    [J]. SPECTROCHIMICA ACTA, 1961, 17 (04): : 436 - 447
  • [4] Modeling protein-protein interactions through alanine-amide hydrogen bonds
    Chopra, Geetanjali
    Kaur, Damanjit
    Chopra, Neha
    [J]. STRUCTURAL CHEMISTRY, 2018, 29 (05) : 1397 - 1415
  • [5] Infrared depletion spectroscopy suggests fast vibrational relaxation in the hydrogen-bonded aniline-tetrahydrofuran (C6H5-NH2 ••• OC4H8) complex
    Chowdhury, PK
    [J]. CHEMICAL PHYSICS LETTERS, 2000, 319 (5-6) : 501 - 506
  • [6] Advances in Molecular Structure and Interaction Studies Using Near-Infrared Spectroscopy
    Czarnecki, Miroslaw Antoni
    Morisawa, Yusuke
    Futami, Yoshisuke
    Ozaki, Yukihiro
    [J]. CHEMICAL REVIEWS, 2015, 115 (18) : 9707 - 9744
  • [7] Absorption intensity changes and frequency shifts of fundamental and first overtone bands for OH stretching vibration of methanol upon methanol-pyridine complex formation in CCl4: analysis by NIR/IR spectroscopy and DFT calculations
    Futami, Yoshisuke
    Ozaki, Yasushi
    Ozaki, Yukihiro
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2016, 18 (07) : 5580 - 5586
  • [8] FTIR spectroscopic study of possible interactions of N-tert-butylformamide with ethers
    Jovic, B.
    Petrovic, S.
    Kordic, B.
    Kovacevic, M.
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2018, 1171 : 62 - 68
  • [9] Intermolecular hydrogen bonding between N-substituted caproamides and tetrahydrofuran
    Jovic, B.
    Nikolic, A.
    Hollo, B.
    [J]. JOURNAL OF STRUCTURAL CHEMISTRY, 2013, 54 (02) : 431 - 436
  • [10] FTIR spectroscopic study of hydrogen bonding and solvent induced frequency shifts of N-tert-butylacetamide
    Jovic, Branislav
    Nikolic, Aleksandar
    Petrovic, S.
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2013, 1044 : 140 - 143