1H chemical shifts in NMR. Part 27+: Proton chemical shifts in sulfoxides and sulfones and the magnetic anisotropy, electric field and steric effects of the so bond

Magnetic Resonance in Chemistry

Volumn 46, Issue 7, 2008, Pages 667-675

  Abraham, Raymond J ^a   Byrne, Jonathan J ^a   Griffiths, Lee ^b  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

1H NMR; CHARGE; Chemical shift prediction; Electric field; Magnetic anisotropy; NMR; Steric effects; Sulfones; Sulfoxides

Indexed keywords

CHEMICAL BONDS; CHEMICAL SHIFT; ELECTRIC FIELDS;

1H NMR; CHARGE; CHEMICAL SHIFT PREDICTION; CYCLIC COMPOUNDS; DIALKYL SULPHOXIDE; FIELD-EFFECT; PROTON CHEMICAL SHIFTS; S-O BONDS; SPECTRA'S; STERIC EFFECT;

MAGNETIC ANISOTROPY;

PROTON; SULFONE; SULFOXIDE;

ANISOTROPY; ARTICLE; CHEMICAL MODEL; CHEMICAL STRUCTURE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYSICAL CHEMISTRY; SOLUTION AND SOLUBILITY;

ANISOTROPY; CHEMISTRY, PHYSICAL; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PROTONS; SOLUTIONS; SULFONES; SULFOXIDES;

EID: 48549105356     PISSN: 07491581     EISSN: 1097458X     Source Type: Journal    
DOI: 10.1002/mrc.2229     Document Type: Article

References (34)

1. E. A. Basso, G. F. Gauze, R. J. Abraham, Magn. Reson. Chem. 2007, 45, 749.
2. J. Kovacs, G. Toth, A. Simon, A. Levai, A. Koch, E. Kleinpeter, Magn. Reson. Chem. 2003, 47, 193.
3. R. J. Abraham, Prog. Nucli. Magn. Reson. Spectrosc. 1999, 35, 85.
4. H. Firouzabadi, N. Iranpoor, A. A. Jafari, E. Riazymontazer, Adv. Synth. Catal. 2006, 348, 434.
5. S. Patai, The Chemistry of Sulfones and sulfoxides, John Wiley: Chichester, 1988.
6. R. Sutherland, Infection 1995, 23, 191.
7. J. N. Shoolery, J. Chem. Phys. 1953, 21, 1899.
8. P. S. Beauchamp, R. Marquez, J. Chem. Educ. 1997, 74, 1483.
9. J. S. O'Donnell, R. J. Faragher, J. M. Motto, A. L. Schwan, J. Sulfur Chem. 2004, 25, 29.
10. R. J. Abraham, L. Griffiths, M. A. Warne, J. Chem. Soc., Perkin Trans. 1 1998, 1751.
11. R. J. Abraham, B. Bardsley, M. Mobli, R. J. Smith, Magn. Reson. Chem. 2005, 43, 3.
12. R. J. Abraham, J. J. Byrne, L. Griffiths, M. Perez, Magn. Reson. Chem. 2006, 44, 491.
13. NMRPredict, Modgraph Consultants Ltd.,1 Oakland View, Oaklands, Welwyn, Herts, AL6 ORJ.
14. R. J. Abraham, N. J. Ainger, J. Chem. Soc., Perkin Trans. 1 1999, 441.
15. H. M. McConnell, J. Chem. Phys. 1957, 27, 226.
16. S. S. Kuo, Computer Applications of Numerical Methods, Addison Wesley: London, 1972, Chapt. 8.
17. R. J. Abraham, N. J. Ainger, J. Chem. Soc., Perkin Trans. 1 1998, 441.
18. L. S. Alnaimi, W. P. Weber, J. Orgonomef. Chem. 1983, 241, 171.
19. P. Renaud, HeIl. Chim. Acta 1991, 74, 1305.
20. J. W. Greidanus, Can. J. Chem. 1970, 48, 3593.
21. F. Balkau, M.L. Heffernan, Aust. J. Chem. 1971, 24, 2305.
22. R. J. Abraham, L. Pollock, F. Sancassan, J. Chem. Soc., Perkin Trans, 1 1994, 2329.
23. R. J. Abraham, I. S. Haworth, Magn. Reson. Chem. 1988, 26, 252.
24. M. I. Donnoli, Org. Biol. Chem. 2003, 1, 3444.
25. D. Casarini, J. Org. Chem. 1993, 58, 5674.
26. J. J. Byrne, Ph.D. thesis, University of Liverpool, 2007.
27. PCMODEL. Serena Software, Box 3076, Bloomington, In 47402-3076, USA.
28. J. A. Pople, J. Am. Chem. Soc. 1975, 97, 1358.
29. P. A. Denis, J. Chem. Theory Comp. 2005, 1, 900.
30. G. Barbarella, S. Rossini, A. Bongini, V. Tugnoli, Tetrahedron 1985, 41, 4691.
31. R. J. Abraham, M. A. Warne, L. Griffiths, J. Chem. Soc., Perkin Trans. 1 1997, 31.
32. S. S. Kuo, Computer Applications of Numerical Methods, Addison Wesley: London, 1972, Chapt. 8.
33. R. J. Abraham, M. Mobli, R. J. Smith, Magn. Reson. Chem. 2003, 41, 26.
34. R. J. Abraham, M. A. Warne, L. Griffiths, J. Chem. Soc., Perkin Trans. 1 1997, 203.