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Substituent Effects on the Inclusion of 1-Alkyl-6-alkoxy-quinolinium in 4-Sulfonatocalix[n]arenes.


ABSTRACT: The effect of the chain length of the alkyl and alkoxy substituents on the binding characteristics of 1-alkyl-6-alkoxy-quinolinium cations was studied using 4-sulfonatocalix[4]arene (SCX4) and 4-sulfonatocalix[6]arene (SCX6) in neutral aqueous solutions at 298 K. Isothermal calorimetric titrations showed enthalpy-controlled inclusion with 1:1 stoichiometry. The equilibrium constants of complexation were always larger for the confinement in SCX4 than in its SCX6 homologue because the better matching between the host and guest sizes allowed more exothermic interaction. The binding affinity diminished with the lengthening of the aliphatic chain of the guests in the case of the association with SCX4, but insignificant change was found for SCX6 complexes. The most substantial change in the enth

SUBMITTER: Wintgens V 

PROVIDER: S-EPMC6645118 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature