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The formation of cucurbit[ n ]uril ( n = 6, 7) complexes with amino compounds in aqueous formic acid studied by capillary electrophoresis
Author(s) -
Wei Fang,
Liu SiMin,
Xu Li,
Cheng GongZhen,
Wu ChengTai,
Feng YuQi
Publication year - 2005
Publication title -
electrophoresis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.666
H-Index - 158
eISSN - 1522-2683
pISSN - 0173-0835
DOI - 10.1002/elps.200410260
Subject(s) - chemistry , capillary electrophoresis , formic acid , aqueous solution , substituent , molecule , structural isomer , cucurbituril , benzidine , chromatography , stereochemistry , medicinal chemistry , organic chemistry , supramolecular chemistry
For analytes involved in dynamic equilibrium processes, capillary electrophoresis is a powerful method of determining binding constants. In this work, the complex formation between cucurbit[ n ]uril (CB[ n ] n = 6, 7) and some amino compounds was studied by capillary electrophoresis in aqueous formic acid (65% v/v). Four groups of positional and structural isomers ( o, m, p ‐methylanilines; m, p ‐nitroanilines; benzidine and o ‐tolidine; α, β‐naphthylamines and 1,5‐diaminonaphthalene) were selected as model compounds for study of their host‐guest inclusion complexation. The interactions between CB[ n ] ( n = 6, 7) and the model compounds were also investigated using a molecular modeling method. The results indicate that the interactions of the compounds with CB[ n ] ( n = 6, 7) are strongly affected by the position of the substituent(s) on the aromatic ring and the ion‐dipole interaction between guest molecule and CB. Furthermore, the type and the concentration of CBs on the separation and migration behavior of the amino compounds were also studied.