Quantum chemical computational studies on 5-(4-bromophenylamino)-2- methylsulfanylmethyl-2H-1,2,3-triazol-4-carboxylic acid ethyl ester

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 78, Issue 3, 2011, Pages 1201-1211

  Tokatli, Ahmet ^a   Özen, Emrah ^a   Ucun, Fatih ^a   Baheli, Semiha ^a  

^a SULEYMAN DEMIREL UNIVERSITY   (Turkey)

Author keywords

Chemical shift; Density functional theory (DFT); GIAO; Hartree Fock (HF); Solvent effect; Vibrational assignment

Indexed keywords

DENSITY FUNCTIONAL THEORY (DFT); GIAO; HARTREE-FOCK (HF); SOLVENT EFFECT; VIBRATIONAL ASSIGNMENT;

CARBOXYLIC ACIDS; CHEMICAL BONDS; CHEMICAL SHIFT; CRYSTAL STRUCTURE; ESTERIFICATION; ESTERS; GEOMETRY; MOLECULAR ORBITALS; OPTIMIZATION; QUANTUM THEORY; SOLVENTS; X RAY DIFFRACTION;

DENSITY FUNCTIONAL THEORY;

CARBOXYLIC ACID; ESTER;

ANIMAL; ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM THEORY; STATIC ELECTRICITY; THERMODYNAMICS; VIBRATION;

ANIMALS; CARBOXYLIC ACIDS; ESTERS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTUM THEORY; STATIC ELECTRICITY; THERMODYNAMICS; VIBRATION;

EID: 79951509497     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2010.12.083     Document Type: Article

References (86)

1. A.J. Srivatava, S. Swarup, and V.K. Saxena J. Indian Chem. Soc. 68 1991 103 108
2. R. Alvarez, S. Velazquez, A. San-Felix, S. Aquaro, E. De Clercq, C.F. Perno, A. Karlsson, J. Balzarini, and M.J. Camarasa J. Med. Chem. 37 1994 4185 4194
3. A.R. Bhat, G.V. Bhat, and G.G. Shenoy J. Pharm. Pharmacol. 53 2001 267 272
4. A. Al-Soud Yassen, N. A-Dweri Mohammad, and A. Al-Masoudi Najim II Farmaco 59 2004 775 783
5. N. Demirbas, R. Ugurluoglu, and A. Demirbas Bioorg. Med. Chem. 10 2002 3717 3723
6. H. Emilsson, H. Salender, and J. Gaarder Eur. J. Med. Chim. Ther. 21 1985 333 338
7. B. Tozkoparan, N. Gökhan, G. Aktay, E. Yesilada, and M. Ertan Eur. J. Med. Chem. 35 2000 743 750
8. G. Turan-Zitoui, Z.A. Kaplancikli, K. Erol, and F.S. Kilic II Farmaco 54 1999 218 223
9. Z.Y. Zhang, Y. Liu, and S.Y. Yang Pharm. Sin. 26 1991 809 815
10. C.R. Katica, D. Vesna, K. Vlado, G.M. Dora, and B. Aleksandra Molecules 6 2001 815 824
11. W.B. Chen, and G.Y. Jin Chem. J. Chin. Univ. 22 2001 1147 1151
12. Y. Zhang, Z.J. Guo, and X.Z. You J. Am. Chem. Soc. 123 2001 9378 9387
13. S. Katsyuba, and E. Vandyukova Chem. Phys. Lett. 377 2003 658 662
14. R.G. Parr, and W. Yang Density Functional Methods of Atoms and Molecules 1989 Oxford New York
15. P. Pulay, G. Fogarasi, G. Pongor, J.E. Boggs, and A. Vargha J. Am. Chem. Soc. 105 1983 7037 7047
16. J. Baker, A.A. Jarzecki, and P. Pulay J. Phys. Chem. A102 1998 1412 1424
17. P. Pulay, G. Fogarasi, F. Pang, and J. Boggs J. Am. Chem. Soc. 101 1979 2550 2560
18. G. Fogarasi, X. Zhou, P.W. Taylor, and P. Pulay J. Am. Chem. Soc. 114 1992 8191 8201
19. J. Baker J. Mol. Struct. Theo. 865 2008 49 52
20. J. Casanovas, A.M. Namba, S. Leon, G.L.B. Aquino, D.V.J. da Silva, and C. Aleman J. Org. Chem. 66 2001 3775 3782
21. A.B. Sebag, D.A. Forsyth, and M.A. Plante J. Org. Chem. 66 2001 7967 7973
22. D.B. Chesnut K.B. Lipkowitz, D.B. Boyd, Reviews in Computational Chemistry vol. 8 1996 VCH New York
23. A.C. de Dios Prog. Nucl. Magn. Reson. Spectrosc. 29 1996 229 278
24. D.A. Forsyth, and A.B. Sebag J. Am. Chem. Soc. 119 1997 9483 9494
25. T. Helgaker, M. Jaszunski, and K. Ruud Chem. Rev. 99 1999 293 352
26. F.D. Proft, and P. Geerlings Chem. Rev. 101 2001 1451 1464
27. G. Fitzgerald, and J. Andzelm J. Phys. Chem. 95 1991 10531 10534
28. T. Ziegler Pure Appl. Chem. 63 1991 873 878
29. J. Andzelm, and E. Wimmer J. Chem. Phys. 96 1992 1280 1303
30. G.E. Scuseria J. Chem. Phys. 97 1992 7528 7530
31. R.M. Dickson, and A.D. Becke J. Chem. Phys. 99 1993 3898 3905
32. B.G. Johnson, P.M.W. Gill, and J.A. Pople J. Chem. Phys. 98 1993 5612 5626
33. F.F. Jian, P.S. Zhao, Z.S. Bia, and L. Zhang Struct. Chem. 16 2005 635 639
34. R. Ditchfield J. Chem. Phys. 56 11 1972 5688 5691
35. K. Wolinski, J.F. Hinton, and P. Pulay J. Am. Chem. Soc. 112 23 1990 8251 8260
36. J.R. Cheeseman, G.W. Trucks, T.A. Keith, and M.J. Frisch J. Chem. Phys. 104 14 1996 5497 5509
37. P. Cimino, L. Gomez-Paloma, D. Duca, R. Riccio, and G. Bifulco Magn. Reson. Chem. 42 2004 26 33
38. R.A. Friesner, R.B. Murphy, M.D. Beachy, M.N. Rignalda, W.T. Pollard, B.D. Dunietz, and Y. Cao J. Phys. Chem. A 103 13 1996 1913 1928
39. L. Rulisek, and Z. Havlas Int. J. Quant. Chem. 91 2003 504 510
40. T. Ziegler M. Springborg, Density-Functional Methods in Chemistry and Materials Science 1997 Wiley New York 69 103
41. A.S. Lyakhov, A.N. Vorobiov, P.N. Gaponik, L.S. Ivashkevich, V.E. Matulis, and O.A. Ivashkevich Acta Cryst. C 59 2003 o690 o693
42. H. Tanak, Y. Köysal, M. Yavuz,. Iik, and G. Gül Acta Cryst. E 65 2009 o3039 o3139
43. H. Kalkan, R. Ustaba, K. Sancak, Y. Ünver, and E.M. Vazquez-Lopez Acta Cryst. E 63 2007 o2449 o2451
44. D.C. Sorescu, C.M. Bennett, and D.L. Thompson J. Phys. A 102 1998 10348 10357
45. M.H. Palmer, and D. Christem J. Mol. Struct. 705 2004 177 187
46. A.A. El-Azhary, H.U. Suter, and J. Kubelka J. Phys. Chem. A 102 1998 620 629
47. G. Da Silva, E.E. Moore, and J.W. Bozzelli J. Phys. Chem. A 110 2006 13979 13988
48. V.E. Matulis, O.A. Ivashkevich, P.N. Gaponik, P.D. Elkind, G.T. Sukhanov, A.B. Bazyleva, and D.H. Zaitsan J. Mol. Struct. 854 2008 18 25
49. F. Billes, H. Endredi, and G. Keresztury J. Mol. Struct. 530 2000 183 200
50. Y. Ünver, K. Sancak, H. Tanak,. Deirmenciolu, E. Düdü, M. Er, and. Iik J. Mol. Struct. 936 2009 46 55
51. S. Zaza, F. Guedira, S. Zaydoun, M. Saidi Idrissi, A. Lautie, and F. Romain J. Anal. Sci. Spectrosc. 49 2004 15 23
52. M. Pagacz-Kostrzewa, R. Bronisz, and M. Wierzejewska Chem. Phys. Lett. 473 2009 238 246
53. M. Pitucha, P. Borowski, Z. Karezmarzyk, and A. Fruzinski J. Mol. Struct. 919 2009 170 177
54. B. Wang, and H.S. Dong J. Chem. Crystallogr. 39 2009 95 98
55. PQS version 3.3, Parallel Quantum Solutions, 2013 Green Acres road, Fayetteville, Arkansas 72703.
56. R. Ditchfield Mol. Phys. 27 4 1974 789 807
57. C.M. Rohlfing, L.C. Allen, and R. Ditchfield Chem. Phys. 87 1 1984 9 15
58. A. Klamt, and G. Schuurman J. Chem. Soc. Perkin Trans. 2 1993 799 805
59. A. Klamt, and V. Jones J. Chem. Phys. 105 1996 9972 9981
60. H.S. Dong, and B. Quan J. Mol. Struct. 553 2000 31 36
61. S.A.S. Ghozlan, I.A. Abdelhamid, H.M. Ibrahim, and M.H. Elnagdi Arkivoc Part: 15 2006 53 60
62. A.F. Holleman, E. Wiberg, and N. Wiberg W. de Gruyter, Lehrburch der Anorganischen Chemie 2007 Berlin, New York
63. L.J. Bellamy The IR Spectra of Complex Molecules 1975 John Wiley and Sons New York
64. A. Spire, M. Berthes, H. Kallouai, and G. De Nunzio Phys. D 137 2000 392 401
65. N.B. Colthup, L.H. Daly, and S.E. Wiberly Introduction to Infrared and Raman Spectroscopy 1975 Academic Press New York
66. M.B. Hay, and S.C.B. Myneni Geochim. Cosmochim. Acta 71 2007 3518 3532
67. Y.-H. Kim, S.-O. Jung, K.-H. Lee, and S.-K. Kwon Macromol. Res. 14 2006 81 86
68. J.H. Nelson Nuclear Magnetic Resonance Spectroscopy 2003 Prentice Hall USA
69. H. Friebolin Basic-and Two-Dimensional NMR Spectroscopy 1998 Wiley VCH Weinheim
70. A. Masternak, G. Wenska, J. Milecki, B. Skalski, and S. Franzen J. Phys. Chem. 109 2005 759 766
71. Y. Le, J.F. Chen, and M. Pu Int. J. Pharm. 358 2008 214 218
72. P. Politzer, and J.S. Murray Theor. Chem. Acc. 108 2002 134 142
73. E. Scrocco, and J. Tomasi Adv. Quant. Chem. 11 1979 115 121
74. F.J. Luque, J.M. Lopez, and M. Orozco Theor. Chem. Acc. 103 2000 343 345
75. N. Okulik, and A.H. Jubert Internet Electron J. Mol. Des. 4 2005 17 30
76. P. Politzer, M.C. Concha, and J.S. Murray Int. J. Quant. Chem. 80 2000 184 192
77. W. Hussein, C.G. Walker, Z. Peralta-Inga, and J.S. Murray Int. J. Quant. Chem. 82 2001 160 169
78. I. Fleming Frontier Orbitals and Organic Chemical Reactions 1976 Wiley London
79. M. Snehalatha, C. Ravikumar, I. Hubert Joe, N. Sekar, and V.S. Jayajumar Spectrochim. Acta A 72 2009 654 662
80. D.W. Schwenke, and D.G. Truhlar J. Chem. Phys. 82 1985 2418 2427
81. M. Gutowski, and G. Chalasinski J. Chem. Phys. 98 1993 4728 4738
82. S.J. Grabowski J. Mol. Struct. Theo. 811 2007 61 67
83. H. Sato, J. Dybal, R. Murakami, I. Noda, and Y. Ozaki J. Mol. Struct. 744 2005 35 46
84. A.P. Scott, and L. Radom J. Phys. Chem. 100 1996 16502 16513
85. J.-L.M. Abboud, C. Foces-Foces, R. Notario, R.E. Trifonov, A.P. Volovodenko, V.A. Ostrovskii, I. Alkorta, and J. Elguero Eur. J. Org. Chem. 2001 3013 3024
86. M.H. Palmer, and D. Christen J. Mol. Struct. 705 2004 177 187