Ab initio studies on 5-Bromo-10-oxa-3-thiatricyclo[5.2.1.0 1,5]-Dec-8-ene3,3-dioxide

Acta Chimica Slovenica

Volumn 54, Issue 2, 2007, Pages 341-353

  Arslan, Hakan ^a   Demircan, Aydin ^b  

^a MERSIN UNIVERSITY   (Turkey)

^b NIGDE UNIVERSITY   (Turkey)

Author keywords

DFT; Ft IR spectrum; Furans; HF; Quantum chemical calculations; Sulfoxide

Indexed keywords

EID: 34547231593     PISSN: 13180207     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (65)

1. K.K. Wang, Chem. Rev. 1996, 96(1), 207-222.
2. K.C. Nicolaou, W.M. Dai, S.C. Tsay, V.A. Estevez, Science 1992, 256, 1172-1178.
3. A.G. Fallis, Can. J. Chem. 1984, 62, 183-234.
4. B.R. Bear, S.M. Sparks, K.J. Shea, Angew. Chem. Int. Ed. 2001, 40(5), 821-849.
5. E.M. Stocking, R.M. Williams, Angew. Chem. Int. Ed. 2003, 42, 3078-3115.
6. C.O. Kappe, S.S. Murphree, A. Padwa, Tetrahedron 1997, 53, 14179-14233.
7. A.C. Brickwood, M.G.B. Drew, L.M. Harwood, T. Ishikawa, F. Marais, V. Morisson, J. Chem. Soc. Perkin. Trans. 1999, 1(8), 913-921.
8. M.E. Jung, J. Gervey, J. Am.Chem. Soc. 1989, 111, 5469-5470.
9. B.H. Lipshutz, Chem. Rev. 1986, 86(5), 795-819.
10. H.J. Wu, S.H. Lin, C.C. Lin, Heterocycles 1994, 38(7), 1507-1518.
11. J.A. Marshall, X.J. Wang, J. Org. Chem. 1992, 57(12), 3387-3396.
12. C. Maignan, F. Belkasmioui, Tetrahedron Lett. 1988, 29, 2823-2824.
13. C. Maignan, R.A. Raphael, Tetrahedron 1983, 39, 3245-3249.
14. M.G. Gotz, C.R. Caffrey, E. Hansell, J.H. McKerrow, J.C. Powers, Bioorg Med. Chem. 2004, 12, 5203-5211.
15. D.C. Meadows, T.B. Mathews, T.W. North, M.J. Hadd, C.L. Kuo, N. Neamati, J. Gervay-Hague, J. Med. Chem. 2005, 48, 4526-4534.
16. W.R. Roush, S.L. Gwaltney, J. Cheng, K.A. Scheldt, J.H. McKerrow, E. Hansell, J. Am. Chem. Soc. 1998, 120, 10994-10995.
17. B.A. Frankel, M. Bentley, R.G. Kruger, D.G. McCafferty, J. Am. Chem. Soc., 2004, 126, 3404-3405.
18. S. Liu, R.P. Hanzlik, J. Med. Chem., 1992, 35, 1067-1075.
19. O. Delucchi, D. Fabbri, V. Lucchini, Tetrahedron 1992, 48(8), 1485-1496.
20. R.D. Little, S.D. Myong, Tetrahedron Lett. 1980, 21, 3339-3342.
21. R. Lopez, J.C. Carretaro, Tetrahedron Asymmetry 1991, 2, 93-96.
22. F.M. Leon, J.C. Carretero, Tetrahedron Lett. 1991, 32, 5405-5408.
23. A. Demircan, P.J. Parsons, Heterocycl. Commun 2002, 8, 531-536.
24. A. Demircan, M. Karaarslan, E. Turac, Heterocycl. Commun. 2006, 12, 233-240.
25. M. Karaarslan, A. Demircan, Asian J. Chem. 2007, 19, 2999-3006.
26. B. Kosar, E. Gokturk, A. Demircan, O. Buyukgungor, Acta Cryst. 2006, E62, o3868-o3869.
27. A.W. Williamson, J. Am. Chem. Soc. 1852, 4, 229-236.
28. W. Kohn, L.J. Sham, Phys. Rev. 1965, A140, 1133-1138.
29. B.G. Johnson, P.M.W. Gill, J.A. Pople, J. Chem. Phys. 1992, 97, 7846-7848.
30. B.G. Johnson, P.M.W. Gill, J.A. Pople, J. Chem. Phys. 1993, 95, 5612-5626.
31. A.D. Becke, Phys. Rev. 1988, A38, 3098-3100.
32. C. Lee, W. Yang, R.G. Parr, Phys. Rev. 1988, B37, 785-789.
33. C. Moller, M.S. Plesset, Phys. Rev. 1934, 46, 618-622.
34. C. Adamo, V. Barone, J. Chem. Phys. 1998, 108, 664-675.
35. K. Burke, J.P. Perdew, I.Y. Wang, J.F. Dobson, G. Vignale, M.P. Das, Electronic Density Functional Theory: Recent Progress and New Directions, New York, 1998, 87-205.
36. A.D. Becke, J. Chem. Phys. 1993, 98, 5648-5652.
37. J.P. Predew, Y. Wang, Phys. Rev. B 1992, 45, 13244-13249.
38. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.A. Montgomery, Jr., R.E. Stratmann, J.C. Burant, S. Dapprich, J.M. Millam, A.D. Daniels, K.N. Kudin, M.C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G.A. Petersson, P.Y. Ayala, Q. Cui, K. Morokuma, P. Salvador, J.J. Dannenberg, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J. Cioslowski, J.V. Ortiz, A.G. Baboul, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M.W. Wong, J. L. Andres, C. Gonzalez, M. Head-Gordon, E. S. Replogle, J. A. Pople. Gaussian 03, Revision C.02, Gaussian Inc., Pittsburgh, PA, 2003.
39. J.B. Foresman, E. Frisch, Exploring Chemistry with Electronic Structure Methods: A Guide to Using Gaussian, Gaussian Pitttsburg, PA, 1993.
40. T. Kuppens, K. Vandyck, J. Van derEycken, W. Herrebout, B. Van derVeken P. Bultinck, Spectrochim. Acta A. 2006, doi:10.1016/j.saa.2006.07. 034.
41. A.P. Scott, L. Radom, J. Phys. Chem. 1996, 100(41), 16502-16513.
42. GaussView, Version 3.07, R. Dennington, T. Keith, J. Millam, K. Eppinnett, W.L. Hovell, and R. Gilliland, Semichem, Inc., Shawnee Mission, KS, 2003.
43. M.H. Jamróz, Vibrational Energy Distribution Analysis VEDA 4, Warsaw, 2004.
44. S. Bayari, S. Saglam, H.F. Ustundag, J. Mol. Struct. (Theochem) 2005, 726, 225-232.
45. M. Silverstein, G. Clayton Basseler, C. Morill, Spectrometric Identification of Organic Compounds, Wiley, New York, 1981, 76-101.
46. N. Sundaraganesan, H. Saleem, S. Mohan, M. Ramalingam, Spectrochim. Acta A 2005, 61, 377-385.
47. J. Stare, J. Mavri, Comput. Phys. Comm., 2002, 143, 222-240.
48. B.D. Dunietz, M.D. Beachy, Y. Cao, D.A. Whittington, S.J. Lippard, R.A. Friesner, J. Am. Chem. Soc., 2000, 122, 2828-2839.
49. B.F. Gherman, B.D. Dunietz, D.A. Whittington, S.J. Lippard, R.A. Friesner, J. Am. Chem. Soc., 2001, 123, 3836-3837.
50. E. Hatcher, A.V. Soudackov, S.H. Schiffer, J. Am. Chem. Soc., 2004, 126, 5763-5775.
51. M.J. Knapp, K. Rickert, J.P. Klinman, J. Am. Chem. Soc., 2002, 124, 3865-3874.
52. M.H.K. Olsson, P.E.M. Siegbahn, A. Warshel, J. Am. Chem. Soc., 2004, 126, 2820-2828.
53. M.H.M. Olsson, J. Mavri, A. Warshel, Phil. Trans. R. Soc. B., 2006, 361, 1417-1432.
54. D.R. Tomchick, P. Phan, M. Cymborowski, W. Minor, T.R. Holman, Biochemistry, 2001, 40, 7509-7517.
55. R. Kimmelma, M.J. Hotokka, Mol. Struct. (Theochem) 1997, 418, 189-196.
56. N. Sundaraganesan, C. Meganathan, B. Anand, C. Lapouge, Spectrochim. Acta A 2006, 66, 773-780.
57. H.A. Badawi, Spectrochim. Acta A 2005, 61, 1445-1451.
58. F. Bensebaa, Y. Zhou, A.G. Brolo, D.E. Irish, Y. Beslandes, E. Kruus, T.H. Ellis, Spectrochim. Acta A 1999, 55, 1229-1236.
59. H. Arslan, U. Flörke, N. Külcü, N. Spectrochim. Acta A 2006, doi:10.1016/j.saa.2006.09.011.
60. H. Arslan, Ö. Algül, Y. Dündar, Vibrat. Spectmsc. 2006, doi:10.1016/j.vibspec.2006.12.003.
61. H. Arslan, F.M. Emen, N. Külcü, N. Asian J. Chem. 2007, 19(3), 1888-1896.
62. H. Arslan, Ö. Algül, Asian J. Chem 2007, 19(3), 2229-2235.
63. T. Kupka, R. Wrzalik, G. Pasterna, K. Pasterny, J. Mol. Struct. 2002, 616, 17-32.
64. R. Wysokiñski, J. Kuduk-Jaworska, D. Michalska, J. of Mol. Struc. (Theochem) 2006, 758(2-3), 169-179.
65. J. Hanuza, W. Sa̧siadek, J. Michalski, J. Lorenc, M. Ma̧czka, A.A. Kaminskii, A.V. Butashin, H. Klapper, J. Hulliger, A.F.A. Mohmed, Vib. Spectr. 2004, 34, 253-268.