TY - JOUR
T1 - Tautomerism and ionisation of purin-8-one and its N-methyl derivatives
AU - Lichtenberg, Dov
AU - Bergmann, Felix
AU - Rabat, Miriam
AU - Neiman, Zohar
PY - 1972
Y1 - 1972
N2 - U.v. and n.m.r. spectra show that in aqueous solutions purin-8-one is present predominantly as the 7H,9H-tautomer. Anion formation takes place preferentially at N-9. Protonation of purin-8-one and its 7- and 9-methyl derivatives occurs at N-1 and causes splitting of the 6-H and 2-H n.m.r. signals. In purin-8-one and its N-methyl derivatives, the 2-H is more deshielded than the 6-H; the reverse is the case for purine itself.
AB - U.v. and n.m.r. spectra show that in aqueous solutions purin-8-one is present predominantly as the 7H,9H-tautomer. Anion formation takes place preferentially at N-9. Protonation of purin-8-one and its 7- and 9-methyl derivatives occurs at N-1 and causes splitting of the 6-H and 2-H n.m.r. signals. In purin-8-one and its N-methyl derivatives, the 2-H is more deshielded than the 6-H; the reverse is the case for purine itself.
UR - https://www.scopus.com/pages/publications/37049139481
U2 - 10.1039/P19720002950
DO - 10.1039/P19720002950
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AN - SCOPUS:37049139481
SN - 1472-7781
SP - 2950
EP - 2953
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -