T 44 Theoretical Study of the Formation of Benzofurotriazines by Reaction of 3-Substituted 1,2,4-Triazines and Fused Azolo[1,2,4]triazines with Resorcinol [Electronic resource] / E. V. Bartashevich, V. A. Potemkin, D. G. Beresnev, G. L. Rusinov, O. N. Chupakhin // Russian Journal of General Chemistry. - 2003. - Vol. 73, № 5. - P816-820 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: 3-Methylthio- and 3-amino-1,2,4-triazines react with resorcinol to give benzofurotetrahydrotriazine derivatives, while reactions of [1,2,4]triazolo[4,3-b]- and tetrazolo[1,5-b][1,2,4]triazines with resorcinol stop at the stage of resorcinol addition. According to the results of quantum-chemical calculations, the possibility for further cyclization of the resorcinol addition products is determined by the following factors: tautomeric and conformational states of the compounds, which ensure spatial proximity of the hydroxy group to the cyclization center (C6); charges on the C6 atom of the triazine ring and oxygen atom of the resorcinol fragment in the conformation most favorable for cyclization; and energies of the highest occupied and lowest unoccupied molecular orbitals of the resorcinol addition products. \\\\Expert2\\nbo\\Russian Journal of General Chemistry\\2003, V. 73, N 5, p.816.pdf |