DOI: 10.1039/A606540F
(Paper)
Reference Section for: J. Chem. Soc., Perkin Trans. 2, 1997, 169-172
Rate constants and activation parameters for ring–chain tautomerism in 5-, 6- and 7-ring-1,3-dinitrogen heterocycles
(Note: The full text of this document is currently only available in the PDF Version )
Roy B. Moodie, Marios Z. Moustras, Gordon Read and John P. B. Sandall
Abstract
Free energies, enthalpies and entropies of activation have been measured for the ring–chain tautomeric equilibria existing in imidazolidine, hexahydro-pyrimidine and -diazepine ring systems under acid- catalysed conditions in a solvent consisting of 4∶1 DMSO–D2O using computer analysis of NMR signal bandshape.
References
- G. Poli, M. V. Diauzani, K. H. Slater, J. Lang and H. Esterbauer, Biochem J., 1985, 227, 629 CAS; H. W.-S. Chan, Autoxidation of Unsaturated Lipids, ed. H. W.-S. Chan, Macmillan, New York, 3rd edn., 1985, p. 511 Search PubMed.
- K. Uchida and E. R. Stadtman, J. Biol. Chem., 1993, 268, 6388 CAS; V. Udup, B. D. Goldstein and G. Witz, Arch. Biochem. Biophys., 1994, 310, 385 CrossRef and papers cited therein.
- R. B. Moodie, M. Z. Moustras, G. Read and J. P. B. Sandall, J. Chem. Res. (S), 1996, 134; (M), 1996, 0855–0876 Search PubMed.
- R. Valters and W. Flitsch, Ring–chain Tautomerism, Plenum, New York, 1985 Search PubMed.
- J. E. Baldwin, J. Chem. Soc., Chem. Commun., 1976, 734 RSC.
- T. H. Fife, J. E. C. Hutchins and A. M. Pellino, J. Am. Chem. Soc., 1978, 100, 6455 CrossRef CAS.
- J. B. Lambert, G. Wang, D. E. Huseland and L. C. Takiff, J. Org. Chem., 1987, 52, 68 CrossRef CAS.
- F. Fülöp, ACH-Models in Chemistry, 1994, 131, 697 Search PubMed.
- D. Korbonits, E. Tóbiás-Héja and P. Kolonits, Chem. Ber., 1991, 124, 1199 CAS; D. Korbonits, E. Tóbiás-Héja, K. Simon and P. Kolonits, Chem. Ber., 1991, 124, 2065 CAS.
- F. G. Riddell, M. Rogerson, F. Fülöp and G. Bernath, Mag. Res. Chem., 1995, 33, 600 Search PubMed.
- P. Z. Bezoukian, J. Am. Chem. Soc., 1944, 66, 1325 CrossRef.
- V. Sîk, Ph.D. Thesis, University of Exeter, 1979.