Prototropic equilibrium in complexes of N-methylmorpholine betaine with phenols studied by NMR and UV spectroscopy

被引:22
作者
Dega-Szafran, Z [1 ]
Sokolowska, E [1 ]
机构
[1] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland
关键词
N-methylmorpholine betaine; phenols; prototropic equilibrium; NMR spectroscopy; UV spectroscopy;
D O I
10.1016/S0022-2860(00)00954-6
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
Fourteen complexes of N-methylmorpholine betaine (MMBet) with phenols (pK(a) from 9.99 to 0.33) are synthesized and analysed by H-1 and C-13 NMR in DMSO-d(6) and UV-Vis spectroscopy in CH2Cl2, CH3CN and DMSO. The UV spectra of complexes with medium-strong phenols show separate absorptions for A-HE and A-(HB)-B-... species. The prototropic equilibrium is also confirmed by sigmoidal plots of proton and carbon chemical shifts of the N+CH2 group versus pK(a) values of phenols. The effects of solvent polarity and excess of base on an acid-base equilibrium are discussed. (C) 2001 Elsevier Science B.V. All rights reserved.
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页码:17 / 23
页数:7
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