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http://dx.doi.org/10.5012/bkcs.2011.32.3.793

Formation of a Unique 1:2 Calcium-Calixquinone Complex in Aqueous Media  

Kang, Sun-Kil (Department of Chemistry, Seoul National University)
Lee, One-Sun (Department of Chemistry, Seoul National University)
Chang, Suk-Kyu (Department of Chemistry, Chung-Ang University)
Chung, Doo-Soo (Department of Chemistry, Seoul National University)
Kim, Ha-Suck (Department of Chemistry, Seoul National University)
Chung, Taek-Dong (Department of Chemistry, Seoul National University)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.3, 2011 , pp. 793-799 More about this Journal
Abstract
We report the complexation behavior of calix[4]arenemonoquinone-triacid (CTAQ), which is an electroactive and water-soluble receptor for calcium ion. UV-visible and NMR spectroscopic studies revealed that CTAQ in aqueous media forms 1:2 as well as 1:1 (metal ion:CTAQ) stoichiometric complexes with $Ca^{2+}$, $Sr^{2+}$, and $Ba^{2+}$ ions. The nonlinear fitting of titration curves based on UV-visible absorption spectra showed that the binding constants of CTAQ for $Ca^{2+}$ ion are 4 $({\pm}2){\times}10^6\;M^{-1}$ for 1:1 and 1.4 $({\pm}0.5){\times}10^{11}\;M^{-2}$ for 1:2 complex. NMR conformational studies and the titration curves corroborate that the $Ca^{2+}$:CTAQ complex in aqueous solution is not present in the form of merely 1:1 one, being consistent with UV-visible spectrophotometric results. The Monte Carlo simulation supports the presence of a stable conformer of 1:2 complexes in which a $Ca^{2+}$ ion is interposed between two CTAQs at the global minimum. This is the first model of 1:2 stoichiometric complex of calix[4]arene and alkaline earth ions in aqueous media.
Keywords
Calix[4]arenemonoquinone-triacid; Calcium ion; NMR titration; Binding constant; Monte Carlo simulation;
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