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http://dx.doi.org/10.5012/bkcs.2007.28.4.596

DFT Study of p-tert-Butylcalix[5]crown-6-ether Complexed with Alkylammonium Ions  

Oh, Dong-Suk (Department of Chemistry, Chung-Ang University)
Choe, Jong-In (Department of Chemistry, Chung-Ang University)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.4, 2007 , pp. 596-600 More about this Journal
Abstract
The structures and energies of p-tert-butylcalix[5]crown-6-ether (1) and its alkylammonium complexes have been calculated by DFT B3LYP/6-31G(d,p) method. We have studied the binding sites of these host-guest complexes focusing on the p-tert-butylcalix[5]arene pocket (endo) or the crown-6-ether moiety (exo) of 1. The smaller alkylammonium cations have the better complexation efficiency with p-tert-butylcalix[5]crown-6- ether than the bulkier alkylammonium ions. For the sec- and tert-butylammonium ions, the hydrogen-bond distances of the exo-complexes are shorter, therefore, stronger than the endo-cases. This DFT calculated result is in parallel with the trend of the experimental association constants of the branched butylammonium ions.
Keywords
Calix[5]crown-6-ether; Alkylammonium ions; DFT B3LYP/6-31G(d,p); Endo; Exo;
Citations & Related Records
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Times Cited By Web Of Science : 4  (Related Records In Web of Science)
Times Cited By SCOPUS : 6
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