Intramolecular hydrogen bonding in 2-nitromalonaldehyde: Infrared spectrum and quantum chemical calculations

Journal of Molecular Structure

Volumn 782, Issue 2-3, 2006, Pages 191-199

  Tayyari, S F ^a   Moosavi Tekyeh, Z ^a   Zahedi Tabrizi, M ^b   Eshghi, H ^a   Emampour, J S ^a   Rahemi, H ^c   Hassanpour, M ^d  

^a FERDOWSI UNIVERSITY OF MASHHAD   (Iran)

^b ALZAHRA UNIVERSITY   (Iran)

^c URMIA UNIVERSITY   (Iran)

^d Ferdowsi University of Mashhad   (Iran)

Author keywords

2 Nitromalonaldehyde; Infrared spectra; Intramolecular hydrogen bond; Natural Bond Orbital theory; Steric effect

Indexed keywords

HYDROGEN BONDS; INFRARED SPECTROSCOPY; MOLECULAR STRUCTURE; PROTONS; QUANTUM THEORY; SYNTHESIS (CHEMICAL);

2-NITROMALONALDEHYDE; INFRARED SPECTRA; INTRAMOLECULAR HYDROGEN BOND; NATURAL BOND ORBITAL THEORY; STERIC EFFECT;

ALDEHYDES;

EID: 31144450544     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2005.08.012     Document Type: Article

References (39)

1. A.H. Lowery, C. George, P.D. Antonio, and J. Karle J. Am. Chem. Soc. 93 1971 6399
2. R.S. Brown, A.T. Nakashima, and R.C. Haddon J. Am. Chem. Soc. 101 1979 3175
3. J. Emsley Structure and Bonding vol. 2 1984 Springer Berlin
4. R. Boese, M.Y. Antipin, D. Blaser, K.A. Lyssenko, D. Blǎser, and K.A. Lyssenko J. Phys. Chem. B 102 1998 8654
5. G. Gilli, and P. Gilli J. Mol. Struct. 552 2000 1
6. S.J. Grabowski J. Phys. Org. Chem. 16 2003 797
7. G. Buemi, and F. Zuccurello Chem. Phys. 306 2004 115
8. S.F. Tayyari, T. Zeegers-Huyskens, and J.L. Wood Spectrochim. Acta 35A 1979 1265
9. S.F. Tayyari, T. Zeegers-Huyskens, and J.L. Wood Spectrochim. Acta 35A 1979 1289
10. T. Chiavassa, P. Verlaque, L. Pizalla, and P. Roubin Spectrochim. Acta 50A 1993 343
11. T. Chiavassa, P. Roubin, L. Pizalla, P. Verlaque, A. Allouche, and F. Marinelli J. Phys. Chem. 96 1992 659
12. S.F. Tayyari, F. Milani-Nejad, and H. Rahemi Spectrochim. Acta 58A 2002 1669
13. S.F. Tayyari, and F. Milani-Nejad Spectrochim. Acta 56A 2000 2679
14. S.F. Tayyari, S. Salemi, M. Zahedi-Tabrizi, and M. Behforouz J. Mol. Struct. 694 2004 91
15. A. Nowroozi, S.F. Tayyari, and H. Rahemi Spectrochim. Acta 59A 2003 1757
16. G. Buemi, and F. Zuccarello Electr. J. Theor. Chem. 2 1997 302
17. J. Emsely, L.Y.Y. Ma, S.C. Nyburg, and A.W. Parkins J. Mol. Struct. 240 1990 59
18. J. Emsley, L.Y.Y. Ma, P.A. Bates, M. Motevalli, and M.B. Hursthouse J. Chem. Soc., Perkin Trans. 2 1989 527
19. J. Emsely, L.Y.Y. Ma, S.A. Karaulov, M. Motevalli, and M.B. Hursthouse J. Mol. Struct. 216 1990 143
20. J. Emsely, N.J. Freeman, P.A. Bates, and M.B. Hursthouse J. Chem. Soc., Perkin Trans. 1 1988 297
21. E.I. Matrosov, and K.K. Babievskii Izv. Akad. Nauk, SSSR, Ser. Khim. 11 1972 2627
22. D. Semmingsen Acta Chem. Scand. Ser. B 31 1977 114
23. D. Semmingsen Acta Chem. Scand. Ser. B 28 1974 141
24. G. A. Taylor, Org. Syntheses, Coll. Vol. 4, p.688.
25. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian03, Revision B.05, Gaussian, Inc., Pittsburgh PA, 2003.
26. NBO 5.0, J.K. Badenhoop, A.E. Reed, J.E. Carpenter, J.A. Bohmann, C.M. Morales, F. Weinhold, and E.D. Glendening Theoretical Chemistry Institute 2001 University of Wisconsin Madison
27. A.D. Becke J. Chem. Phys. 98 1993 5648
28. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B 37 1988 785
29. K.W. Wiberg Tetrahedron 24 1968 1083
30. J.K. Badenhoop, and F. Weinhold J. Chem. Phys. 107 1997 5406
31. J.K. Badenhoop, and F. Weinhold Int. J. Quantum Chem. 72 1999 269
32. A.E. Reed, L.A. Curtiss, and F. Weinhold Chem. Rev. 88 1988 899
33. Z. Smith, E.B. Wilson, and R.W. Durest Spectrochim. Acta 39A 1983 117
34. W. Caminati J. Chem. Soc., Faraday Trans., 2 78 1982 825
35. V. Bertolasi, P. Gilli, V. Ferreti, and G. Gilli J. Am. Chem. Soc. 113 1991 4917
36. C.A. Télles, E. Hollauer, M.I. Pais da Silva, M.A. Momdragón, I. Haiduc, and M. Curtui Spectrochim. Acta 57A 2001 1149
37. N.B. Colthup, L.H. Daly, and S.E. Wiberley Introduction to Infrared and Raman Spectroscopy 1964 Academic
38. C. Passingham, P.J. Hendra, C. Hodges, and H.A. Willis Spectrochim. Acta 47A 1991 1235
39. R.D. Kross, and V.A. Fassel J. Am. Chem. Soc. 78 1956 4225