Intramolecular hydrogen bonds in N-oxides of Schiff bases

被引：5
|
作者：
Dziembowska, T
Majewski, E
Rozwadowski, Z
Brzezinski, B
机构：
[1] ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,PL-60780 POZNAN,POLAND
[2] TECH UNIV SZCZECIN,INST FUNDAMENTAL CHEM,PL-71065 SZCZECIN,POLAND
来源：
JOURNAL OF MOLECULAR STRUCTURE | 1997年 / 403卷 / 03期
关键词：
N-oxide of Schiff base; intramolecular hydrogen bond; proton transfer; H-1 and C-13 NMR; FTIR spectroscopy;
D O I：
10.1016/S0022-2860(96)09414-8
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：
Three N-oxides of Schiff bases (nitrones) with intramolecular hydrogen bonds were synthesized and studied by FTIR as well as H-1 and C-13 NMR methods. In the -O-H ... ON reversible arrow =O ... H-ON intramolecular hydrogen bonds the protons fluctuate, whereas the weight of the =O ... H-ON structure is low. In the FTIR spectra of these compounds very weak continua were found and explained by an electronically conjugation between donor and acceptor groups in the intramolecular hydrogen bond. Such bonds show almost no Zundel polarizability. (C) 1997 Elsevier Science B.V.
引用
收藏
页码：183 / 187
页数：5
相关论文
共 50 条
  • [31] Spectroscopic studies of the intramolecular hydrogen bonding in o-hydroxy Schiff bases, derived from diaminomaleonitrile, and their deprotonation reaction products
    Szady-Chelmieniecka, Anna
    Kolodziej, Beata
    Morawiak, Maja
    Kamienski, Bohdan
    Schilf, Wojciech
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2018, 189 : 330 - 341
  • [32] Exploring Intra- and Intermolecular Interactions in Selected N-Oxides-The Role of Hydrogen Bonds
    Jezierska, Aneta
    Panek, Jaroslaw J.
    Blaziak, Kacper
    Raczynski, Kamil
    Koll, Aleksander
    MOLECULES, 2022, 27 (03):
  • [33] Intramolecular hydrogen bonding in o-hydroxyaryl Schiff basest
    Filarowski, A
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2005, 18 (08) : 686 - 698
  • [34] Structural Characterization and Electrochemical Studies of Selected Alkaloid N-Oxides
    Dushna, Olha
    Dubenska, Liliya
    Gawor, Andrzej
    Karasinki, Jakub
    Barabash, Oksana
    Ostapiuk, Yurii
    Blazheyevskiy, Mykola
    Bulska, Ewa
    MOLECULES, 2024, 29 (12):
  • [35] Deuterium isotope effects on 13C NMR chemical shifts of some α-(2-hydroxyaryl)-N-phenylnitrones (Schiff base N-oxides)
    Dziembowska, T
    Rozwadowski, Z
    Majewski, E
    Ambroziak, K
    MAGNETIC RESONANCE IN CHEMISTRY, 2001, 39 (08) : 484 - 488
  • [36] Intramolecular Hydrogen Bonds in Selected Aromatic Compounds: Recent Developments
    Jezierska, Aneta
    Tolstoy, Peter M.
    Panek, Jaroslaw J.
    Filarowski, Aleksander
    CATALYSTS, 2019, 9 (11)
  • [37] Effects of complexation with a metal ion on the intramolecular hydrogen bonds in acylphloroglucinols
    Mammino, L.
    THEORETICAL CHEMISTRY ACCOUNTS, 2019, 138 (08)
  • [38] Isotope Effects on Chemical Shifts in the Study of Intramolecular Hydrogen Bonds
    Hansen, Poul Erik
    MOLECULES, 2015, 20 (02): : 2405 - 2424
  • [39] Perturbation of the intramolecular hydrogen bonds of glucose by Cu+ association
    Boutreau, L
    Tortajada, J
    Luna, A
    Alcamí, M
    Mó, O
    Yáñez, M
    INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2002, 86 (01) : 138 - 144
  • [40] Mannich bases as model compounds for intramolecular hydrogen bonding II [1].: Structure and properties in solution
    Koll, A
    Wolschann, P
    MONATSHEFTE FUR CHEMIE, 1999, 130 (08): : 983 - 1001
12345