Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts in Cycloalkanones1

Journal of the American Chemical Society

Volumn 92, Issue 5, 1970, Pages 1347-1350

  Weigert, Frank J ^a   Roberts, John D ^a  

^a CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0009476406     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00708a039     Document Type: Article

References (21)

1. Supported by the National Science Foundation and the Public Health Service, Research Grant No. 11072–05–06 from the Division of General Medical Sciences.
2. National Science Foundation Predoctoral Fellow, 1965–1968.
3. J. B. Stothers and P. C. Lauterbur, Can. J. Chem., 42, 1563 (1964).
4. G. B. Savitsky, K. Namikawa, and G. Zweifel, J. Phys. Chem., 69, 3105 (1965).
5. D. H. Marr and J.B. Stothers, Can. J. Chem., 43, 596 (1965).
6. See B. V. Cheney, Ph.D. Thesis, University of Utah, Salt Lake City, Utah, 1967.
7. J. D. Roberts, F. J. Weigert, J. I. Kroschwitz, and H. J. Reich, J. Amer. Chem. Soc., 92, 1338 (1970). The ketones were commercial materials used without purification. The cis-trans pairs were measured as mixtures.
8. 13C shift data for methyl- and t-butylcyclohexanes were taken from ref 7, while those for dimethylcyclohexanes are from D. K. Dalling and D. M. Grant, J. Amer. Chem. Soc., 89, 6612 (1967).
9. R. E. Lack, C. Canter, and J. D. Roberts, J. Amer. Chem. Soc., 90, 7001 (1968).
10. 7for cis-1,4-di-t-butylcyclohexane which is surely in the twist-boat form.
11. F. J. Weigert, M. Jautelat, and J. D. Roberts, Proc. Nat. Acad. Sci., 60, 1152 (1968);
12. H. J. Reich, M. Jautelat, M. Messe, Jr., F. J. Weigert, and J. D. Roberts, J. Amer. Chem. Soc., 91, 7445 (1969).
13. D. E. Dorman, S. J. Angyal, and J. D. Roberts, Proc. Nat. Acad. Sci., 63, 612 (1969);
14. J. Amer. Chem. Soc., 92, 1351 (1970).
15. D. E. Dorman and J. D. Roberts, J. Amer. Chem. Soc., 92, 1355 (1970).
16. See Table IV, footnote a.
17. T. R. Borgers and H. L. Strauss, J. Chem. Phys., 45, 947 (1966);
18. see also J. B. Lambert and J. D. Roberts, J. Amer. Chem. Soc., 87, 3884 (1965).
19. F. A. L. Anet, Abstracts, Twentieth National Organic Chemistry Symposium of the American Chemical Society, Burlington, Vermont, 1967, p 87.
20. E. Huber-Buser and J. D. Dunitz, Helv. Chim. Acta, 44, 2027 (1961);
21. J. D. Dunitz and K. Venkatesan, Helv. Chim. Acta, 44, 2033 (1961).