Substituent chemical shifts in NMR spectroscopy. Part 6. A model for the calculation of proton chemical shifts in substituted alkanes

Journal of the Chemical Society. Perkin Transactions 2

Volumn 3, Issue , 1996, Pages 333-341

  Abraham, Raymond J ^a   Edgar, Mark ^a   Glover, Robert P ^a   Warne, Mark A ^a   Griffiths, Lee ^b  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000393504     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/p29960000333     Document Type: Article

References (42)

1. R. J. Abraham, M. Edgar, L. Griffiths and R. L. Powell, J. Chem. Soc., Perkin Trans. 2, 1995, 561.
2. R. J. Abraham, J. Fisher and P. Loftus, Introduction to NMR Spectroscopy, Wiley, Chichester, 1988, ch. 2.
3. R. F. Zurcher, Prog. Nucl. Magn. Reson. Spectrosc., 1967, 2, 205.
4. J. W. Apsimon and H. Beierbeck, Can. J. Chem., 1971, 49, 1328.
5. S. Li and N. L. Allinger, Tetrahedron, 1988, 44, 1339.
6. D. Danneels and M. Anteunis, Org. Magn. Reson., 1974, 6, 617.
7. J. Fisher and M. J. Gradwell, Magn. Reson. Chem., 1992, 30, 338.
8. H. Boaz, Tetrahedron Lett., 1973, 55.
9. (a) J. Curtis, D. M. Grant and R. J. Pugmire, J. Am. Chem. Soc., 1989, 111, 7711;
10. (b) J. Curtis, D. K. Dalling and D. M. Grant, J. Org. Chem., 1986, 51, 136.
11. E. Pretsch and W. Simon, Helv. Chim. Acta, 1969, 52, 2133.
12. H. M. Sulzbach, P. V. R. Schleyer and H. F. Schaefer, J. Am. Chem. Soc., 1994, 116, 3967.
13. HyperNMR, Hypercube Inc., 419 Phillip St., Waterloo, Ontario, Canada.
14. (a) A. C. Blizzard and D. P. Santry, J. Chem. Phys., 1971, 55, 950;
15. (b) J. A. Pople and D. V. Beveridge, Approximate Molecular Orbital Theory, McGraw-Hill, NY, 1970.
16. R. J. Abraham and B. D. Hudson, J. Comput. Chem., 1985, 6, 173.
17. J. Gasteiger and M. Marsili, Org. Magn. Resort., 1981, 15, 353.
18. R. J. Abraham and G. H. Grant, J. Comput.-Aid. Mol. Des., 1992, 6, 273.
19. R. J. Abraham, M. Edgar, L. Griffiths and R. L. Powell, J. Chem. Soc., Chem. Commun., 1993, 1544.
20. (a) J. Hinze and H. H. Jaffe, J. Phys. Chem., 1963, 67, 1501;
21. (b) R. S. Mulliken, J. Chem. Phys, 1934, 2, 782.
22. M. L. Huggins, J. Am. Chem. Soc., 1953, 75, 4123.
23. R. J. Abraham, G. H. Grant, I. S. Haworth and P. E. Smith, J. Comput.-Aid. Mol. Des., 1991, 5, 21.
24. H. Gunther, NMR Spectroscopy, Wiley, Chichester, 1973, ch. 4.
25. R. J. Abraham, E. J. Chambers and W. A. Thomas, J. Chem. Soc., Perkin Trans. 2, 1994, 949.
26. F. C. Mijlhofr, H. J. Geise and E. J. M. Van Schaick, J. Mol. Struct., 1974, 20, 393.
27. C. Altona, J. H. Ippel, A. J. A. Westra Hoekzema, C. Erkelens, M. Groesbeek and L. A. Donders, Magn. Reson. Chem., 1989, 27, 564.
28. J. Emsley, J. Feeney, L. H. Sutcliffe, High Resolution NMR Spectroscopy, vol. 2, Appendix B, Pergamon Press, Oxford, 1996.
29. R. J. Abraham, L. Griffiths and P. Loftus, J. Comput. Chem., 1982, 3, 407.
30. Ref. 21, p. 89.
31. R. J. Abraham, A. P. Barlow and A. E. Rowan, Magn. Reson. Chem., 1989, 27, 1074.
32. J. E. Anderson, personal communication.
33. C. R. Kaiser, R. Rittner and E. A. Basso, Magn. Reson. Chem., 1994, 32, 503.
34. Gaussian 92, Revision F.4, M. J. Frisch, G. W. Trucks, M. Head-Gordon, P. M. W. Gill, M. W. Wong, J. B. Foresman, B. G. Johnson, H. B. Schlegel, M. A. Robb, E. S. Replogle, R. Gomperts, J. L. Andres, K. Raghavachari, J. S. Binkley, C. Gonzalez, R. L. Martin, D. J. Fox, D. J. Defrees, J. Baker, J. J. P. Stewart and J. A. Pople, Gaussian Inc., Pittsburgh PA, 1992.
35. S. Hellmann, H. D. Beckhaus and C. Ruchardt, Chem. Ber., 1983, 116, 2219.
36. K. B. Wiberg and B. J. Nist, J. Am. Chem. Soc., 1961, 83, 1226.
37. R. J. Abraham and J. Fisher, Magn. Reson. Chem., 1985, 23, 856.
38. R. J. Abraham, E. J. Chambers and W. A. Thomas, J. Chem. Soc., Perkin Trans. 2, 1993, 1061.
39. Ref. 25, vol. 1, ch. 4.
40. M. Grayson and W. T. Raynes, Magn. Reson. Chem., 1995, 33, 138.
41. J. B. Foresman and A. Frisch, Exploring Chemistry with Electronic Structure Methods, Gaussian Inc., Pittsburgh, USA, 1993.
42. PCMODEL(4.0), Serena software, PO Box 3076, Bloomington, IN, USA.