Five-membered ring rotations, pseudorotations, and hydrogen bond exchange dynamics in the solid state studied by NMR spectroscopy

Journal of the American Chemical Society

Volumn 119, Issue 32, 1997, Pages 7555-7560

  Riddell, Frank G ^a   Cameron, Kenneth S ^b   Holmes, Susan A ^b   Strange, John H ^b  

^a UNIVERSITY OF ST ANDREWS   (United Kingdom)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

COALESCENCE; CONFORMATIONS; DYNAMICS; HYDROGEN BONDS; MOLECULES; SUBSTITUTION REACTIONS;

DIOL; DYNAMIC SOLID STATE PROCESSES; HYDROGEN BOND EXCHANGE; RING PSEUDOROTATION; SULFOLANE;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

CYCLOPENTANE DERIVATIVE;

ARTICLE; DRUG STRUCTURE; HYDROGEN BOND; MOLECULAR DYNAMICS; PHASE TRANSITION; SOLID STATE; TECHNIQUE;

EID: 1842415475     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja970851f     Document Type: Article

References (36)

1. See, for example: (a) Harris, K. D. M.; Aliev, A. E. Chem. Britain 1995, 31, 132.
2. (b) Solid State NMR for Chemists; Fyfe, C. A., Ed.; CFC Press: Guelph, 1983; ISBN 0-88955-038-7.
3. Riddell, F. G.; Arumugam, S.; Anderson, J. E. J. Chem. Soc., Chem. Commun. 1991, 1525.
4. Riddell, F. G.; Arumugam, S.; Harris, K. D. M.; Rogerson, M.; Strange, J. H. J. Am. Chem. Soc. 1993, 115, 1881.
5. Riddell, F. G.; Fülöp, F.; Bernáth, G. J. Am. Chem. Soc. 1995, 117, 2327.
6. Riddell, F. G.; Bremner, M.; Strange, J. H. Magn. Reson. Chem. 1994, 32, 118.
7. Riddell, F. G.; Bruce, P. G.; Lightfoot, P.; Rogerson, M. J. Chem. Soc., Chem. Commun. 1994, 209.
8. Riddell, F. G.; Cameron, K. S.; Turnbull, W. B. Magn. Reson. Chem. 1995, 33, 841.
9. Riddell, F. G.; Rogerson, M. J. Chem. Soc, Perkin Trans. II 1996, 493.
10. Riddell, F. G.; Rogerson, M.; Turnbull, W. B.; Fülöp, F. J. Chem. Soc., Perkin Trans. II In press.
11. Twyman, J. M.; Dobson, C. M. J. Chem. Soc., Chem. Commun. 1988, 786.
12. Barrie, P. J.; Anderson, J. E. J. Chem. Soc., Perkin Trans. II 1992, 2031.
13. Lambert, J. B.; Xue, L.; Howton, S. C. J. Am. Chem. Soc. 1991, 113, 8958.
14. Lambert, J. B.; Johnson, S. C.; Xue, L. J. Am. Chem. Soc. 1994, 116, 6167.
15. Harbison, G. S.; Raleigh, D. P.; Herzfeld, J.; Griffin, R. G. J. Magn. Reson. 1985, 64, 284.
16. Kilpatrick, J. E.; Pitzer, K. S.; Spitzer, R. J. Am. Chem. Soc. 1947, 69, 2483.
17. Hendrickson, J. B. J. Am. Chem. Soc. 1967, 89, 7047.
18. Anderson, J. E. The chemistry of alkanes and cycloalkanes; Patai, S., Rappoport, Z., Eds.; J. Wiley: 1992; p 95.
19. Rosas, R. L.; Cooper, C.; Laane, J. J. Phys. Chem. 1990, 94, 1830.
20. Bauman, L. E.; Laane, J. J. Phys. Chem. 1988, 92, 1040.
21. Dunitz, J. D. Tetrahedron 1972, 28, 5459.
22. Rushworth, F. A. Proc. Roy. Soc. A 1954, 222, 526.
23. Mack, J. W.; Torchia, D. A. J. Phys. Chem. 1991, 95, 4207.
24. 1ρ measurements can be used to obtain dynamic information see: Vanderhart, D. L.; Garroway, A. N. J. Chem. Phys. 1979, 71, 2773.
25. Rothwell, W. P.; Waugh, J. S. J. Chem. Phys. 1981, 74, 2721.
26. Jeener, J.; Meier, B. H.; Bachmann, P.; Ernst, R. R. J. Chem. Phys. 1979, 71, 4546.
27. Perrin, C. L.; Dwyer, T. J. Chem. Rev. 1990, 90, 935.
28. Riddell, F. G.; Spark, R. A.; Günther, G. V. Magn. Reson. Chem. 1996, 34, 824-828.
29. Campbell, G. C.; Crosby, R. C.; Haw, J. F. Anal. Chem. 1986, 58, 3127. Campbell, G. C.; Crosby, R. C.; Haw, J. F. J. Magn. Reson. 1986, 69, 191.
30. Campbell, G. C.; Crosby, R. C.; Haw, J. F. Anal. Chem. 1986, 58, 3127. Campbell, G. C.; Crosby, R. C.; Haw, J. F. J. Magn. Reson. 1986, 69, 191.
31. Hilt, R. L.; Hubbard, P. S. Phys. Rev. 1964, 134A, 393.
32. O'Reilly, D. E.; Peterson, E. M.; El Saffar, Z. M. J. Chem. Phys. 1971, 54, 1304.
33. Cameron, K. S.; Riddell, F. G.; Spark, R. A. Unpublished results.
34. Kydon, D. W.; Sharp, A. R.; Hale, M. E.; Watton, A. J. Chem. Phys. 1980, 72, 6153.
35. Immirzi, A.; Jannelli, L. Mol. Cryst. Liq. Cryst. 1983, 91, 39.
36. Akimov, M. N.; Bezrukof, O. F.; Struts, A. V.; Ustimov, V. I. J. Struct., Chem. 1989, 30, 906.