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http://dx.doi.org/10.5012/jkcs.2009.53.2.133

Stability of the Zwitterionic form of 4-aminopyrimidine HCl and -HBr Complexes: Computational Study  

Hwang, Tae-Kyu (Collegel of Environmental Science and Applied Chemistry, Kyunghee University)
Park, Sung-Woo (Collegel of Environmental Science and Applied Chemistry, Kyunghee University)
Yoon, Young-Sam (Collegel of Environmental Science and Applied Chemistry, Kyunghee University)
Lee, Sung-Yul (Collegel of Environmental Science and Applied Chemistry, Kyunghee University)
Publication Information
Journal of the Korean Chemical Society / v.53, no.2, 2009 , pp. 133-136 More about this Journal
Abstract
We present calculations for the 4-aminopyrimidine (4AP) – HCl and –HBr complexes. We predict that the charge separated (zwitterionic) form [4AP$H^+-Cl^-$] is not stable, but that [4AP$H^+-Br^-$] is stable enough for experimental detection in gas phase at low temperatures. The latter observation is attributed to smaller dissociation energy of HBr compared with HCl, and to “solvation” of HBr by the amino group in 4AP.
Keywords
Aminopyrimidine – acid complex; Intramolecular solvation;
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1 Tarakeshwar, P.; Kim, K. S.; Djafari, S.; Buchhold, K.; Reimann, B.; Barth, H.-D.; Brutschy, B. J. Chem. Phys. 2001, 114, 4016.   DOI   ScienceOn
2 Ahn, D.-S.; Lee, S. Bull. Korean Chem. Soc. 2007, 28, 725.   DOI   ScienceOn
3 Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T. A.; Petersson, G. A.;Montgomery, J.A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.;Stefanov, B. B.; Nanayakkara, A.;Challaco mbe, M.; Peng, C. Y.; Ayala,P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.;Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M;Gonzalez, C.; Pople, J. A. Gaussian, Inc. Pittsburgh, PA, 2003.
4 Kim, H.-S.; Ahn, D.-S.; Chung, S.-Y.; Kim, S. K. Lee, S. J. Phys. Chem. A 2007, 111, 8007   DOI   ScienceOn
5 Ahn, D.-S; Park, S.-W.; Lee, S.; Kim, B. J. Phys. Chem. A, 2003, 107, 131   DOI   ScienceOn
6 Ahn, D.-S.; Kang, A.-R.; Lee, S.; Kim, B.; Kim, S. K.; Neuhauser, D. J. Chem. Phys. 2005, 122, 084310   DOI   ScienceOn
7 Ahn, D.-S.; Park, S.-W.; Jeon, I.-S.; Lee, M.-K.; Kim, N.-H.; Han, Y.-H.; Lee, S. J. Phys. Chem. B, 2003, 107, 14109   DOI   ScienceOn
8 Im, S.;Jang, S.-W.; Lee, S.; Lee, Y.; Kim, B. J. Phys. Chem. A 2008, 112, 9767.   DOI   ScienceOn
9 Ahn, D.-S; Lee, S.; Cheong, W.-J. Bull. Korean Chem. Soc. 2004, 25, 1161.   DOI   ScienceOn
10 Xu, S.; Nilles, J. M.; Bowen, K. H. J. Chem. Phys. 2003, 119, 10696.   DOI   ScienceOn
11 Asada, T.; Takitani, S.; Koseki, S. J. Phys. Chem. A, 2005, 109, 1821   DOI   ScienceOn
12 Li, R.-J.; Li, Z.-R.; Wu, D.; Hao, X.-Y.; Li, Y.; Wang, B.-Q.; Tao, F.-M.; Sun, C.-C. Chem. Phys. Lett. 2003, 372, 893.   DOI   ScienceOn
13 Goodwin, E. J.; Howard, N. W.; Legon, A. C. Chem. Phys. Lett. 1986, 131, 319.   DOI   ScienceOn
14 Lee, C.; Yang, W.; Parr, R. P., Phys. Rev. B, 1988, 37, 785.   DOI   ScienceOn
15 Becke, A. D., J. Chem. Phys. 1993, 98, 5648.   DOI   ScienceOn
16 Tarakeshwar, P.; Kim, K. S.; Kraka, E.; Cremer, D. J. Chem. Phys. 2001, 115, 6001
17 Zwier, T. S. Annu. Rev. Phys. Chem. 1996, 47, 205.   DOI   ScienceOn
18 Janzen, Ch.; Spangenberg, D.; Roth, W.; Kleinermanns, K. J. Chem. Phys. 1999, 110, 9898.
19 Watanabe, H.; Iwata, I. J. Chem. Phys. 1996, 105, 420.   DOI   ScienceOn
20 Jockusch, R. A.; Lernoff, A. S.; Williams, E. R. J. Phys. Chem. A, 2001, 105 10929.   DOI   ScienceOn
21 Wickleder, C.; Henseler, D; Leutwyler, S. J. Chem. Phys. 2002, 116, 1850.   DOI   ScienceOn
22 Desfrancois, C.; Abdul-Carime, H.; Khelifina, N.; Schermann, J. P.; Brenner, V.; Millie, P. J. Chem. Phys. 1995, 102, 4952.   DOI   ScienceOn