Abstract
The enol forms of uracil and its derivatives were detected in the gas phase by mass spectrometry. The [M - H]− ion is produced by resonance electron capture to the lowest unoccupied molecular orbitals, the process being accompanied by the detachment of the hydrogen atom from the nitrogen atom of the diketo form (low-energy peak at 0.8 eV) and from the oxygen atom of the enol form (in the energy region of 1.4 eV). The gas phase contains ∼10−3% of the enol form.
Similar content being viewed by others
References
M. D. Topal and J. R. Fresco, Nature, 1976, 285.
J. D. Watson and F. H. C. Crick, Nature, 1953, 969.
Y. Tsychia, T. Tamura, M. Fujii, and M. Ito, J. Phys. Chem., 1998, 7, 1760.
V. I. Khvostenko, V. A. Mazunov, V. S. Fal'ko, O. G. Khvostenko, and V. Sh. Chanbarisov, Khim. Fiz., 1982, 7, 915 [Chem. Phys. USSR, 1982, 7 (Engl. Transl.)].
V. P. Krivonogov, G. A. Tolstikov, Yu. I. Murinov, F. S. Zarudii, D. N. Lazareva, A. F. Ismagilova, S. S. Volkova, G. M. Sakhautdinova, L. V. Spirikhin, I. B. Abdrakhmanov, and I. I. Krivonogova, Khim.-farm. Zh., 1993, 2, 38 [Chem. Pharm. J., 1993, 2 (Engl. Transl.)].
P. U. Civcir, J. Mol. Struct. (Theochem.), 2000, 1–3, 157.
I. R. Could, N. A. Burton, R. J. Hall, and I. H. Hiller, J. Mol. Struct. (Theochem.), 1995, 147.
H. Yekeler and D. Ozbak, J. Mol. Model, 2001, 7, 103.
L. V. Gurvich, G. V. Karachevtsev, V. N. Kondrat'ev, Yu. A. Lebedev, V. A. Medvedev, V. K. Potapov, and Yu. S. Khodeev, Energiya razryva khimicheskikh svyazei. Potentsialy ionizatsii i srodstvo k elektronu [Energy of Chemical Bond Cleavage. Ionization Potentials and Electron Affinities], Nauka, Moscow, 1974, 351 pp. (in Russian).
L. von Trepka and H. Neuert, Z. Naturforsch., 1963, 7, 1295.
Author information
Authors and Affiliations
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1360–1362, June, 2005.
Rights and permissions
About this article
Cite this article
Pikhtovnikov, S.V., Mavrodiev, V.K., Ivanov, S.P. et al. Resonance electron capture by uracil derivatives. Russ Chem Bull 54, 1402–1404 (2005). https://doi.org/10.1007/s11172-005-0418-x
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/s11172-005-0418-x