The formation of cucurbit[n]uril (n = 6, 7) complexes with amino compounds in aqueous formic acid studied by capillary electrophoresis.
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; alpha, beta-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.
Wei
Fang
F
Department of Chemistry, Wuhan University, Wuhan, PR China.
Liu
Si-Min
SM
Xu
Li
L
Cheng
Gong-Zhen
GZ
Wu
Cheng-Tai
CT
Feng
Yu-Qi
YQ
D000588:Amines / Q000737:chemistry*; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D019075:Electrophoresis, Capillary; D005561:Formates; D007093:Imidazoles / Q000737:chemistry*; D046911:Macromolecular Substances / Q000737:chemistry; D012996:Solutions; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils
D000588:Amines; D001952:Bridged-Ring Compounds; D005561:Formates; D007093:Imidazoles; D046911:Macromolecular Substances; D012996:Solutions; C456276:cucurbit(7)uril; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils; C030544:formic acid; C454805:cucurbit(6)uril