133593-04-1Relevant articles and documents
SYNTHESIS AND CHARACTERIZATION OF TAUTOMERIC TRIAZOLIUM YLIDES
Surpateanu, Gheorghe,Lablache-Combier, Alain,Grandclaudon, Pierre,Coutere, Alain,Mouchel, B.
, p. 671 - 681 (2007/10/02)
In this paper, for the first time, it is announced the synthesis and characterization of tautomeric equilibrium in the class of cycloimmonium ylides.The synthesis of tautomeric triazolium ylides 10, 11 and 12 have been realized by the "salt method" in their 1,2,4-triazolium salt 7, 8 and 9 respectively, in the presence of a base (K2CO3 or TEA).Theoretically by the MINDO/3 procedure method and experimentally by the synthesis of disubstituted triazolium ylides 14, 15 and 16 it has been verified that the tautomeric phenacylide forms 10b, 11a and 12a are more reactive than their carbethoxymethylide from 10a, 11b and 12 b, respectively, in reaction with picryl chloride.All structures obtained in this paper have been established using elemental analysis, mass-, ir-, 1H-NMR- and 13C-NMR-spectra.