Browse > Article
http://dx.doi.org/10.5012/bkcs.2007.28.2.235

Ab Initio Calculated Structures and Vibrational Spectra of 1,3-Diethoxy-p-tert-butylcalix[4]crown-5-ether Complexed with Potassium Cation  

Choe, Jong-In (Department of Chemistry, Chung-Ang University)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.2, 2007 , pp. 235-240 More about this Journal
Abstract
Molecular structures were optimized for the 1,3-diethoxycalix[4]crown-5-ether (2) in the various isomers and their potassium-ion complexes by using B3LYP/6-31+G(d,p)//B1LYP/6-31G(d,p) method after ab initio RHF/6-31G calculation. The cone-shaped isomer of 2 with cr-binding mode has shown the strongest binding efficiency among the six different complexes attributed to seven electrostatic interactions between the potassium cation and the oxygen atoms of crown-5-ether and ethoxy groups of the host (2). The vibrational spectra of 2 and its K+-complexes were obtained by restricted Hartree-Fock (RHF) calculations with the 6-31G basis set. The characteristic vibrational frequencies of various C-O-C stretching and bending motions are analyzed.
Keywords
1,3-Diethoxycalix[4]crown-5-ether; Complexation; Potassium cation; Ab initio calculation; Vibrational spectrum;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 6  (Related Records In Web of Science)
Times Cited By SCOPUS : 7
연도 인용수 순위
1 Dijkstra, P. J.; Brunink, J.; Bugge, K.-E.; Reinhoudt, D. N.; Harkema, S.; Ungaro, R.; Ugozzoli, F.; Ghidini, E. J. Am. Chem. Soc. 1989, 111, 7567
2 Reinhoudt, D. N.; Dijkstra, P. J.; in't Veld, P. J. A.; Bugge, K.-E.; Harkema, S.; Ungaro, R.; Ghidini, E. J. Am. Chem. Soc. 1987, 109, 4761
3 Van Loon, J.-D.; Arduini, A.; Verboom, W.; Ungaro, R.; van Hummel, G. J.; Harkema, S.; Reinhoudt, D. N. Tetrahedron Lett. 1989, 30, 2681
4 Ghidini, E.; Ugozzoli, F.; Ungaro, R.; Harkema, S.; El-Fadl, A. A.; Reinhoudt, D. N. J. Am. Chem. Soc. 1990, 112, 6979
5 Lauterbach, M.; Wipff, G. In Physical Supramolecular Chemistry; Echegoyen, L.; Kaifer, A. E., Eds.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1996; pp 65-102
6 Bernardino, R. J.; Cabral, C. Supramol. Chem. 2002, 14, 57   DOI   ScienceOn
7 Computational Approaches in Supramolecular Chemistry; Wipff, G., Ed.; Kluwer Academic Publishers: Dordrecht, The Netherlands, 1994
8 Choe, J.-I.; Chang, S.-K.; Ham, S. W.; Nanbu, S.; Aoyagi, M. Bull. Korean Chem. Soc. 2001, 22, 1248
9 Minamino, S.; Choe, J.-I.; Chang, S.-K.; Mizutani, F.; Nanbu, S. Chem. Phys. Lett. 2003, 374, 572   DOI   ScienceOn
10 Choe, J.-I.; Oh, D.-S. Bull. Korean Chem. Soc. 2004, 25, 847   DOI   ScienceOn
11 Choe, J.-I.; Chang, S.-K.; Lee, S.; Nanbu, S. J. Mol. Struct. (Theochem) 2005, 722, 117   DOI   ScienceOn
12 HyperChem Release 7.5; Hypercube, Inc.: Waterloo, Ontario, Canada, 2002
13 Choe, J.-I.; Kim, K.; Chang, S.-K. Bull. Korean Chem. Soc. 2000, 21, 465
14 Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.11.3; Gaussian, Inc.: Pittsburgh, PA, 1998
15 Exploring Chemistry with Electronic Structure Methods, 2nd Ed.; Foresman, J. B.; Frisch, A. Gaussian Inc.: Pittsburgh, PA, 1996
16 Nicholas, J. B.; Hay, B. P. J. Phys. Chem. A 1999, 103, 9815   DOI   ScienceOn
17 Cram, D. J.; Lein, G. M. J. Am. Chem. Soc. 1985, 107, 3657   DOI
18 Chem3D, Version 7.0; Cambridge Soft: Cambridge, MA, U.S.A., 2001