Structure, vibrational assignment, and NMR spectroscopy of 1,2-bis (dichloroacetyl) cyclopentadiene

Journal of Molecular Structure

Volumn 1036, Issue , 2013, Pages 151-160

  Tayyari, Sayyed Faramarz ^a   Laleh, Somayeh ^b   Zahedi Tabrizi, Mansoureh ^c   Vakili, Mohammad ^b  

^a ISLAMIC AZAD UNIVERSITY   (Iran)

^b FERDOWSI UNIVERSITY OF MASHHAD   (Iran)

^c ALZAHRA UNIVERSITY   (Iran)

Author keywords

1,2 Bis (dichloroacetyl) cyclopentadiene; Density functional Theory; Intramolecular hydrogen bond; NMR; Very strong hydrogen bond; Vibrational assignment

Indexed keywords

ANHARMONIC; B3LYP/6-31G; BASIS SETS; CYCLOPENTADIENES; DENSITY FUNCTIONAL THEORY CALCULATIONS; DEUTERATED ANALOGUE; DIKETONES; EXPERIMENTAL SPECTROSCOPY; INTRA-MOLECULAR HYDROGEN BONDS; IR BANDS; MP2/6-31G; OXYGEN ATOM; STABLE CONFORMERS; THEORETICAL CALCULATIONS; VIBRATIONAL ASSIGNMENT; VIBRATIONAL WAVENUMBERS;

CHEMICAL SHIFT; DENSITY FUNCTIONAL THEORY; ISOMERS; KETONES; NUCLEAR MAGNETIC RESONANCE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLEFINS;

HYDROGEN BONDS;

EID: 84870170135     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2012.09.069     Document Type: Article

References (51)

1. W.W. Cleland, P.A. Frey, and J.A. Gerlt J. Biol. Chem. 273 1998 25529
2. T.K. Harris, Q. Zhao, and A.S. Mildvan J. Mol. Struct. 552 2000 97
3. S.F. Tayyari, M. Zahedi Tabrizi, F. Tayyari, and F. Milani-Nejad J. Mol. Struct. (Theochem) 637 2003 171
4. M. Zahedi Tabrizi, S.F. Tayyari, F. Tayyari, and M. Behforouz Spectrochim. Acta A 60 2004 111
5. V. Bertolasi, P. Gilli, V.F. Ferretti, and G. Gilli J. Am. Chem. Soc. 113 1991 4917
6. Y.H. Mariam, and R.N. Musin J. Mol. Struct. (Theochem) 549 2001 123
7. G. Buemi, and F. Zuccarello J. Mol. Struct. (Theochem) 581 2002 71
8. A. Nowroozi, S.F. Tayyari, and H. Rahemi Spectrochim. Acta Part A 59 2003 1757
9. S.F. Tayyari, F. Milani-Nejad, and H. Rahemi Spectrochim. Acta Part A 58 2002 1669
10. S.F. Tayyari, M. Zahedi-Tabrizi, H. Azizi-Toopkanloo, S.S. Hepperle, and Y.A. Wang Chem. Phys. 368 2010 62
11. S.F. Tayyari, H. Reissi, F. Milani-Nejad, and I.S. Butler Vibrat. Spectrosc. 26 2001 187
12. J. Spanget-Larsen Chem. Phys. 240 1999 51
13. S. Millefiori, and A. Alparone J. Chem. Soc. Faraday Trans. 90 1994 2873
14. G. Gilli, F. Bellucci, V. Ferretti, and V. Bertolasi J. Am. Chem. Soc. 111 1989 1023
15. G. Fergusen, W.C. Marsh, R.J. Restivo, and D. Lloyd J. Chem. Soc. Perkin Trans. 2 1975 998
16. H.M. Pickett J. Am. Chem. Soc. 95 1973 1770
17. H. Fuess, and H.J. Lindner Chem. Ber. 108 1975 3096
18. K. Hafner, H.E. Kramer, H. Musso, G. Ploss, and G. Schulz Chem. Ber. 97 1964 2066
19. R.S. Brown, A. Tse, T. Nakashima, and R.C. Haddon J. Am. Chem. Soc. 101 1979 3157
20. M. Rajabi, M. Sc. Thesis, University of Ferdowsi, Mashhad, Iran, 1994.
21. D. Lloyd, and N.W. Preston J. Chem. Soc. C 1969 2464
22. G. Gilli, and V. Bertolasi Z. Rappoport, The Chemistry of Enols 1990 John Wiley and Sons NY
23. C.L. Perrin, and B.K. Ohta Bioorg. Chem. 30 2002 3
24. C.L. Perrin, and B.K. Ohta J. Mol. Struct. 644 2003 1
25. L.M. Jackman, J.C. Trewella, and R.C. Haddon J. Am. Chem. Soc. 102 1980 2519
26. W.J. Linn, and W.H. Sharkey J. Am. Chem. Soc. 79 1957 4970
27. Gaussian 09, Revision A.02, 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, 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, Inc., Wallingford CT, 2009.
28. A.D. Becke J. Chem. Phys. 98 1993 5648
29. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785
30. GaussView 5.0.8, Gaussian Inc., Garnegie Office, Park, Pittsburgh, PA 15106, USA.
31. F. London J. Phys. Radium, Paris 8 1937 397
32. R. McWeeny Phys. Rev. 126 1962 1028
33. R. Ditchfield Mol. Phys. 27 1974 789
34. J.L. Dodds, R. McWeeny, and A.J. Sadlej Mol. Phys. 41 1980 1419
35. K. Wolinski, J.F. Hilton, and P. Pulay J. Am. Chem. Soc. 112 1990 8251
36. J. Tomasi, and M. Persico Chem. Rev. 94 1994 2027
37. J.L. Pascual-Ahuir, E. Silla, J. Tomasi, and R. Bonaccorsi J. Comp. Chem. 8 1987 778
38. B. Mennucci, and J. Tomasi J. Chem. Phys. 106 1997 5151
39. A. Bondi J. Phys. Chem. 68 1964 441
40. V. Barone, and C. Adamo J. Phys. Chem. 99 1995 15062
41. M. Zahedi-Tabrizi, F. Tayyari, Z. Moosavi-Tekyeh, A. Jalali, and S.F. Tayyari Spectrochim. Acta Part A 65 2006 387
42. S.F. Tayyari, A.R. Nekoei, M. Vakili, M. Hassanpour, and Y.A. Wang J. Theor. Comp. Chem. 5 2006 647
43. S.F. Tayyari, H. Rahemi, A.R. Nekoei, M. Zahedi-Tabrizi, and Y.A. Wang Spectrochim. Acta Part A 66 2007 394
44. R.L. Lintvedt, and H.F. Holtzclaw Jr. J. Am. Chem. Soc. 88 1966 2713
45. S.F. Tayyari, Z. Moosavi-Tekyeh, M. Soltanpour, A. Brenji, and R.E. Sammelson J. Mol. Struct. 892 2008 32
46. C.D. Nonhebel Tetrahedron 24 1968 1869
47. J.J. Koivisto, E.T. Kolehmainen, V.A. Nikiforov, M.J. Nissinen, K.A. Tuppurainen, M. Perakyla, S. Miltsov, and V.S. Karavan Arkivoc III 2001 95
48. S.F. Tayyari, T. Bakhshi, S.J. Mahdizadeh, S. Mehrani, and R.E. Sammelson J. Mol. Struct. 938 2009 76
49. P. Pulay, X. Zhou, and G. Fogarasi R. Fausto, Recent Experimental and Computational Advances in Molecular Spectroscopy 1993 Kluver Academic Netherlands 88 111
50. K. Szczepaniak, W.B. Person, and D. Hadži J. Phys. Chem. A 109 2005 6710
51. S.F. Tayyari, and F. Milani-Nejad Spectrochim. Acta Part A 56 2000 2679