Bifunctional Proton Transfer and Acid-Base Properties of 1, 4, 7, 10-Tetraazacyclododecane (Cyclen)

Journal of the American Chemical Society

Volumn 99, Issue 11, 1977, Pages 3794-3796

  Chang, K C ^a   Grunwald, Ernest ^a   Robinson, Lawrence R ^a  

^a BRANDEIS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0344114978     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00453a045     Document Type: Article

References (13)

1. It is a pleasure to thank the National Science Foundation for financial support, Professor E. K. Ralph for making available his laboratory for some of the NMR experiments, and Professors E. K. Ralph and M. M. Kreevoy for helpful discussions.
2. J. H. Stetter and K. H. Mayer, Chem. Ber., 94, 1410 (1961);
3. J. P. Collman and P. W. Schneider, Inorg. Chem., 5, 1380 (1966).
4. J. E. Richman and T. J. Atkins, J. Am. Chem. Soc., 96, 2268 (1974). We thank Dr. T. J. Atkins for providing us with samples of pure cyclen tetrachloride, and for helpful discussions.
5. L. M. Jackman and F. A. Cotton, Ed., “Dynamic Nuclear Magnetic Resonance Spectroscopy”, Academic Press, New York, N.Y., 1975, especially Chapter 15.
6. A. Gero, J. Am. Chem. Soc., 76, 5159 (1954);
7. J. M. Pagano, D. E. Goldberg, and W. C. Fernelius, J. Phys. Chem., 65, 1062 (1961).
8. Specific methods are described in (a) K. C. Chang and E. Grunwald, J. Phys. Chem., 80, 1422 (1976);
9. D. Rosenthal and E. Grunwald, J. Am. Chem. Soc., 94, 5956 (1972).
10. K. C. Chang and E. Grunwald, J. Am. Chem. Soc., 98, 3737 (1976).
11. E. Grunwald, K. C. Chang, P. L. Skipper, and W. K. Anderson, J. Phys. Chem., 80, 1425 (1976).
12. L. R. Robinson has obtained a rate constant of ~7 — 107 s-1 at 25 °C.
13. See, for example, S. Meiboom, J. Chem. Phys., 34, 375 (1961).