Browse > Article
http://dx.doi.org/10.5012/bkcs.2007.28.9.1539

Synthesis, Crystal Structure and Density Functional Calculations on 1-Phenyl-3-p-fluorophenyl-5-p-chlorophenyl-2-pyrazoline  

Zhao, Pu Su (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology)
Li, Yu Feng (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology)
Guo, Huan Mei (Department of Chemistry, Weifang University)
Jian, Fang Fang (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology)
Wang, Xian (New Materials & Function Coordination Chemistry Laboratory, Qingdao University of Science and Technology)
Publication Information
Bulletin of the Korean Chemical Society / v.28, no.9, 2007 , pp. 1539-1544 More about this Journal
Abstract
1-Phenyl-3-p-fluorophenyl-5-p-chlorophenyl-2-pyrazoline has been synthesized and characterized by elemental analysis, IR, UV-Vis and X-ray single crystal diffraction. Density functional calculations show that B3LYP/6-311G** method can reproduce the structural parameters. The electronic absorption spectra have been predicted based on the optimized structure by using 6-311G** and 6-311++G** basis sets and compared with the experimental values. The results indicate that TD-DFT method can only predict the electronic absorption spectra of the system studied here approximately. On the basis of vibrational analyses, the thermodynamic properties of the title compound at different temperatures have been calculated, revealing the correlations between ,C0p,m,S0m,H0m and temperature.
Keywords
Synthesis; Crystal structure; Density functional calculations; Electronic absorption spectra; Thermodynamic property;
Citations & Related Records

Times Cited By Web Of Science : 9  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
연도 인용수 순위
  • Reference
1 Burdette, S. C.; Walkup, G. K.; Spingler, B.; Tsien, R. Y.; Lippard, S. J. J. Am. Chem. Soc. 2001, 123, 7831   DOI   ScienceOn
2 Hirano, T.; Kikuchi, K.; Urano, Y.; Nagano, T. J. Am. Chem. Soc. 2002, 124, 6555   DOI   ScienceOn
3 Esposito, B. P.; Epsztejn, S.; Breuer, W.; Cabantchik, Z. I. Anal. Biochem. 2002, 304, 1   DOI   ScienceOn
4 Rivett, D. E.; Rosevear, J.; Wilshire, J. F. K. Aust. J. Chem. 1983, 36, 1649   DOI
5 Rurack, K.; Resch-Genger, U.; Bricks, J. L.; Spieles, M. Chem. Commun. 2000, 2103
6 Jamorski, C.; Casida, M. E.; Salahub, D. R. J .Chem. Phys. 1996, 104, 5134   DOI
7 Runge, E.; Gross, E. K. U. Phys. Rev. Lett. 1984, 52, 997   DOI
8 Guo, H. M.; Jian, F. F.; Zhou, L. Y.; Zhao, P. S.; Zheng, J. Acta Cryst. 2006, E62, o4337
9 Shi, W.; Qian, X. H.; Song, G. H.; Zhang, R.; Li, R. P. J. Fluor. Chem. 2000, 106, 173   DOI   ScienceOn
10 Ogunbadeniyi, A. M.; Adejare, A. J. Fluor. Chem. 2002, 114, 39   DOI   ScienceOn
11 O'Hagan, D.; Rzepa, R. S. Chem. Commun. 1997, 645
12 Welch, J. T. Tetrahedron. 1982, 38, 871   DOI   ScienceOn
13 Petersilka, M.; Gossmann, U. J.; Gross, E. K. U. Phys. Rev. Lett. 1966, 76,1212   DOI   ScienceOn
14 Bauernschmitt, R.; Ahlrichs, R. Chem. Phys. Lett. 1996, 256, 1996
15 Mason, W. T. Fluorescent and Luminescent Probes for Biological Activity: A Practical Guide to Technology for QuantitatiVe Realtime Analysis; Academic Press: San Diego, CA, 1999
16 Wilson, A. J. International Table for X-Ray Crystallography; Kluwer Academic: Dordrecht, The Netherlands, 1992; Vol. C: Tables 6.1.1.4 (pp 500-502) and 4.2.6.8 (pp 219-222)
17 Takahashi, A.; Camacho, P.; Lechleiter, J. D.; Herman, B. Physiol. Rev. 1999, 79, 1089
18 Fahrni, C. J.; Yang, L. C.; VanDerveer, D. G. J. Am. Chem. Soc. 2003, 125, 3799   DOI   ScienceOn
19 Sheldrick, G. M. SHELXTL, v5 Reference Manual; Siemens Analytical X-Ray Systems: Madison, WI, 1997
20 Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F. J. Am. Chem. Soc. 1985, 107, 3902   DOI
21 Peng, C.; Ayala, P. Y.; Schlegel, H. B.; Frisch, M. J. J. Comput. Chem. 1996, 49, 17
22 Hunter, R. H.; Haueisen, R. H.; Irving, A. Angew. Chem. Int. Ed. Engl. 1994, 33, 566   DOI   ScienceOn
23 Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A.; Vreven, Jr., T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; 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.; Gonzalez, C.; Pople, J. A. Gaussian, Inc.:Wallingford, CT, 2004
24 Guo, H. M.; Jian, F. F.; Zhao, P. S.; Zhang, Y. C.; Li, Y. F. Acta Cryst. 2007, E63, o215
25 Fahrni, C. J.; Yang, L. C.; VanDerveer, D. G. J. Am. Chem. Soc. 2003, 125, 3799   DOI   ScienceOn
26 Glusker, J. P.; Lewis, M.; Rossi, M. Crystal Structure Analysis for Chemistry and Biologists; VCH: New York, 1994
27 Olsen, L.; Jorgensen, P. In Modern Electronic Structure Theory; World Science: River Edge, NJ, 1995; Vol. 2
28 Fernando, M.; Claudio, O. A. Int. J. Quant. Chem. 103, 34, 2005   DOI   ScienceOn