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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 29, Number 2
BKCSDE 29(2)
February 20, 2008 

Synthesis and Binding Properties of 1,3,5-Tris(2-arylthiomethyl)mesitylene: A Selective Ag (I) Ionophore
Hong-Seok Kim*, Seon-Yun Bae, Ki Soo Kim, Jun-Hyeak Choi, Heung Jin Choi, Jun Ho Shim, Geun Sig Cha, Hakhyun Nam*
Tripodal receptor, Mesitylene, NMR titration, ISE, Silver ion selective
The efficient synthesis of four mesitylene-based receptors 1-4 and their potentiometric response characteristics to alkali metal, alkaline earth metal, and transition metal ions, under various pH conditions are outlined. Receptor 1-based electrode exhibited more sensitive response to Ag+ ion (49 mV/decade of range from 10?6 to 10?2 M) than the 2-based electrode (47 mV/decade of range from 3 × 10?5 to 10?2 M), while the 3- and 4-based ones revealed sub-Nernstian below 40 mV/pAg+. All electrodes showed substantial responses to Ag+ ion under acidic condition, but there was almost nil-response to other transition metal ions (Fe2+, Co2+, Zn2+, Ni2+, Pb2+, Cd2+, Cu2+ and Hg2+). The association constant of receptor 1 toward Ag+ ion, measured by 1H NMR titration, showed the largest value (200 M?1) among the tested receptors. The results were interpreted with semi empirically-modeled structures.
417 - 421
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