Vibrational spectroscopic (FT-IR, FT-Raman, 1H NMR and UV) investigations and computational study of 5-nitro-2-(4-nitrobenzyl) benzoxazole

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 102, Issue , 2013, Pages 99-113

  Bhagyasree, J B ^a   Varghese, Hema Tresa ^b   Panicker, C Yohannan ^c   Samuel, Jadu ^a   Van Alsenoy, Christian ^d   Bolelli, Kayhan ^e   Yildiz, Ilkay ^e   Aki, Esin ^e  

^a MAR IVANIOS COLLEGE   (India)

^b FATIMA MATA NATIONAL COLLEGE   (India)

^c TKM COLLEGE OF ARTS AND SCIENCE   (India)

^d UNIVERSITY OF ANTWERP   (Belgium)

^e ANKARA UNIVERSITY   (Turkey)

Author keywords

Benzoxazole; FT IR; FT Raman; Hyperpolarizability; NBO

Indexed keywords

BENZOXAZOLE; FT-IR; FT-RAMAN; HYPER-POLARIZABILITY; NBO;

CHARGE TRANSFER; DENSITY FUNCTIONAL THEORY; MOLECULES; QUANTUM CHEMISTRY;

MOLECULAR VIBRATIONS;

BENZOXAZOLE DERIVATIVE; NITROBENZENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTUM THEORY; ULTRAVIOLET SPECTROPHOTOMETRY;

BENZOXAZOLES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; NITROBENZENES; QUANTUM THEORY; SPECTROPHOTOMETRY, ULTRAVIOLET; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 84870340625     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2012.09.032     Document Type: Article

References (79)

1. A.D. Rodriguez, C. Ramirez, I.I. Rodriguez, and E. Gonzalez Org. Lett. 1 1999 527 530
2. M. Prudhomme, J. Guyot, and G. Jeminet J. Antibiot. 39 1986 934 937
3. S.M. Rida, F.A. Ashour, S.A.M. El-Hawash, M.M. ElSemary, M.H. Badr, and M.A. Shalaby Eur. J. Med. Chem. 40 2005 949 959
4. I. Yildiz-Oren, I. Yalcin, E. Aki-Sener, and N. Ucarturk Eur. J. Med. Chem. 39 2004 291 298
5. I. Yildiz-Oren, B. Tekiner-Gulbas, I. Yalcin, O. Temiz-Arpaci, E. Aki- Sener, and N. Altanlar Arch. Pharm. 337 2004 402 410
6. O. Temiz-Arpaci, A. Ozdemir, I. Yalcin, I. Yildiz, E. Aki-Sener, and N. Altanlar Arch. Pharm. 338 2005 105 111
7. A. Akbay, I. Oren, O. Temiz-Arpaci, E. Aki-Sener, and I. Yalcin Arzneim. Forsch. 53 2003 266 272
8. R.K. Plemper, K.J. Erlandson, A.S. Lakdawala, A. Sun, A. Prussia, J. Boonsombat, E. Aki-Sener, I. Yalcin, I. Yildiz, O. Temiz-Arpaci, B.P. Tekiner, D. Liotta, and J.P. Snyder Proc. Natl. Acad. Sci. USA 101 2004 5628 5634
9. H. Lage, E. Aki-Sener, and I. Yalcin Int. J. Cancer 119 2006 213 220
10. A. Pinar, P. Yurdakul, I. Yildiz, O. Temiz-Arpaci, N.L. Acan, E. Aki-Sener, and I. Yalcin Biochem. Biophys. Res. Commun. 317 2004 670 674
11. O. Temiz-Arpaci, B. Tekiner-Gulbas, I. Yildiz, E. Aki-Sener, and I. Yalcin Bioorg. Med. Chem. 13 2005 6354 6359
12. B. Tekiner-Gulbas, O. Temiz-Arpaci, I. Yildiz, E. Aki-Sener, and I. Yalcin SAR QSAR Environ. Res. 17 2006 121 132
13. W.D. Dunwell, and D. Evans J. Med. Chem. 20 1977 797 801
14. Farbenfabriken, A.G. Bayer, Netherlands Patent 6505511, 1965.
15. I. Yalcin, E. Sener, S. Ozden, A. Akin, and S. Yildiz J. Pharm. Sci. 11 1986 257 269
16. E. Sener, S. Ozden, I. Yalcin, T. Ozden, A. Akin, and S. Yildiz J. Pharm. Sci. 11 1986 190 202
17. S. Ozden, T. Ozden, E. Sener, A. Akin, and S. Yildiz J. Pharm. Sci. 12 1987 39 47
18. E. Sener, I. Yalcin, S. Ozden, T. Ozden, A. Akin, and S. Yildiz J. Med. Pharm. 11 1987 391 396
19. P.L. Anto, C.Y. Panicker, H.T. Varghese, D. Philip, O. Temiz-Arpaci, B. Tekiner- Gulbas, and I. Yildiz Spectrochim. Acta 67A 2007 744 749
20. K.R. Ambujakshan, V.S. Madhavan, H.T. Varghese, C.Y. Panicker, O. Temiz-Arpaci, B. Tekiner-Gulbas, and I. Yildiz Spectrochim. Acta 69A 2008 782 788
21. N. Noyanalpan, and E. Sener FABAD J. Pharm. Sci. 11 1986 111 119
22. E. Sener, I. Yalcin, A. Akin, and N. Noyanalpan J. Fac. Pharm. Gazi. 4 1987 1 9
23. I. Yalcin, E. Sener, T. Ozden, S. Ozden, and A. Akin Eur. J. Med. Chem. 25 1990 705 708
24. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian 09, Revision B.01, Gaussian, Inc., Wallingford CT, 2010.
25. J.B. Foresman E. Frisch, Exploring Chemistry with Electronic Structure Methods: A Guide to Using Gaussian 1996 Gaussian, Inc. Pittsburg, PA
26. P.J. Hay, and W.R. Wadt J. Chem. Phys. 82 1985 270 283
27. J.Y. Zhao, Y. Zhang, and L.G. Zhu J. Mol. Struct. Theochem. 671 2004 179 187
28. Roy Dennington, Todd Keith, John Millam, and GaussView, Version 5 2009 Semichem Inc. Shawnee Mission KS
29. J.M.L. Martin, and C. Van Alsenoy GAR2PED A Program to Obtain a Potential Energy Distribution from a Gaussian Archive Record 2007 University of Antwerp Belgium
30. N.P.G. Roeges A Guide to the Complete Interpretation of Infrared Spectra of Organic Structures 1994 Wiley New York
31. R.M. Silverstein, and F.X. Webster Spectrometric Identification of Organic Compounds sixth ed. 2003 John Wiley Asia
32. A. Perjessy, D. Rasala, P. Tomasik, and R. Gawinecki Collect. Czech. Chem. Commun. 50 1985 2443 2452
33. J.F. Brown Jr. J. Am. Chem. Soc. 77 1955 6341 6351
34. J.H.S. Green, W. Kynanston, and A.S. Lindsey Spectrochim. Acta 17 1961 486 502
35. O. Exner, S. Kovac, and E. Solcaniova Collect. Czech. Chem. Commun. 37 1972 2156 2168
36. G. Varsanyi, E. Molner-Pall, K. Kosa, and G. Keresztury Acta Chim. Acad. Sci. Hung. 106 1979 481 498
37. V. Suryanarayana, A.P. Kumar, G.R. Rao, and G.C. Panday Spectrochim. Acta 48A 1992 1481 1489
38. R. Saxena, L.D. Kaudpal, and G.N. Mathur J. Polym. Sci. Part A: Polym. Chem. 40 2002 3959 3966
39. R.M. Silverstein, G.C. Bassler, and T.C. Morril Spectrometric Identification of Organic Compounds 5th ed. 1991 John Wiley and Sons Inc. Singapore
40. K. Nakamoto Infrared and Raman Spectrum of Inorganic and coordination Compounds 5th ed. 1997 John Wiley and Sons, Inc. New York
41. T.D. Klots, and W.B. Collier Spectrochim. Acta 51A 1995 1291 1316
42. N.B. Colthup, L.H. Daly, and S.E. Wiberly Introduction to Infrared and Raman Spectroscopy 3rd ed. 1990 Academic Press Boston
43. A. Bigotto, and B. Pergolese J. Raman Spectrosc. 32 2001 953 959
44. N. Sandhyarani, G. Skanth, S. Berchmanns, V. Yegnaraman, and T. Pradeep J. Colloid Interface Sci. 209 1999 154 161
45. J. Coates R.A. Meyers, Encyclopedia of Analytical Chemistry; Interpretation of Infrared Spectra. A Practical Approach 2000 John Wiley and Sons Ltd. Chichester
46. P. Sett, N. Paul, S. Chattopadhyay, and P.K. Mallick J. Raman Spectrosc. 30 1999 277 287
47. P. Sett, S. Chattopadhyay, and P.K. Mallick Spectrochim. Acta 56A 2000 855 875
48. P. Sett, S. Chattopadhyay, and P.K. Mallick J. Raman Spectrosc. 31 2000 177 184
49. V. Volvosek, G. Baranovic, L. Colombo, and J.R. Durig J Raman Spectrosc. 22 1991 35 41
50. M. Muniz-Miranda, E. Castelluci, N. Neto, and G. Sbrena Spectrochim. Acta 39A 1983 107 113
51. J.H.S. Green Spectrochim. Acta 24 1968 1627 1637
52. G. Varsanyi Assignments of Vibrational Spectra of Seven Hundred Benzene Derivatives 1974 Wiley New York
53. V.S. Madhavan, H.T. Varghese, S. Mathew, J. Vinsova, and C.Y. Panicker Spectrochim. Acta 72A 2009 547 553
54. C.Y. Panicker, H.T. Varghese, K.R. Ambujakshan, S. Mathew, S. Ganguli, A.K. Nanda, C. Van Alsenoy, and Y.S. Mary J. Mol. Struct. 963 2010 137 144
55. G. Socrates Infrared Characteristic Group Frequencies 1980 Wiley-Interscience New York
56. W. KunYi, C.W. Park, M.S. Kim, and K. Kim Bull. Korean Chem. Soc. 8 1987 291 296
57. W.B. Collier, and T.D. Klots Spectrochim. Acta 51A 1995 1255 1272
58. G. Smith, D.E. Lynch, K.A. Byriel, and C.H.L. Kennard Aust. J. Chem. 48 1995 1133 1149
59. R.D. Chambers, M.A. Fox, G. Sandford, J. Trmcic, and A. Goeta J. Fluorine Chem. 128 2007 29 33
60. N. Okabe, T. Nakamura, and H. Pukuda Acta Crystallogr. C49 1993 1678 1680
61. N. Sundaraganesan, S. Ayyappan, H. Umamaheswari, and B.D. Joshua Spectrochim. Acta 66A 2007 17 27
62. P. Purkayastha, and N. Chattopadhyay Phys. Chem. Chem. Phys. 2 2003 203 210
63. A. Lifshitz, C. Tamburu, A. Suslensky, and F. Dubnikova J. Phys. Chem. A 110 2006 4607 4613
64. Y.S. Mary, H.T. Varghese, C.Y. Panicker, T. Ertan, I. Yildiz, and O. Temiz-Arpaci Spectrochim. Acta 71A 2008 566 571
65. A. Saeed, S. Hussain, and U. Florke Turk. J. Chem. 32 2008 481 486
66. Y.R. Shen The Principles of Nonlinear Optics 1984 Wiley New York
67. P.V. Kolinsky Opt. Eng. 31 1992 11676 11684
68. D.F. Eaton Science 25 1991 281 287
69. D.A. Kleinman Phys. Rev. 126 1962 1977 1979
70. L.N. Kuleshova, M.Y. Antipin, V.N. Khrustalev, D.V. Gusev, and E.S. Bobrikova Kristallografiya 48 2003 594 601
71. M. Adant, L. Dupuis, and L. Bredas Int. J. Quantum. Chem. 56 2004 497 507
72. E.D. Glendening, A.E. Reed, J.E. Carpenter, F. Weinhold, NBO Version 3.1, Gaussian Inc., Pittsburgh, PA.
73. J. Choo, S. Kim, H. Joo, and Y. Kwon J. Mol. Struct. (Theochem.) 587 2002 1 8
74. R.S. Mulliken J. Chem. Phys. 23 1955 1833 1840
75. K. Wolinski, J.F. Hinton, and P. Pulay J. Am. Chem. Soc. 112 1990 8251 8260
76. E. Scrocco, and J. Tomasi Adv. Quantum. Chem. 11 1978 115 193
77. F.J. Luque, J.M. Lopez, and M. Orozco Theor. Chem. Acc. 103 2000 343 345
78. P. Politzer, and J.S. Murray D.L. Beveridge, R. Lavery, Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey. Protein vol. 2 1991 Adenine Press Schenectady, NY (Chapter 13)
79. E. Scrocco, and J. Tomasi Curr. Chem. 7 1973 95 170