- REACTIONS OF AZINIUM CATIONS IX. UNUSUAL DIMERIZATION OF 1-ETHYL-5-ARYL-SUBSTITUTED 1,2,4-TRIAZINIUM SALTS
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Under the influence of bases 1-ethyl-5-aryl-1,2,4-triazinium salts containing an alkylthio group at position 3 undergo unusual dimerization involving the carbon atoms of the N-ethyl group and the C6 atom of the heterocycle.The structure of the dimers was established by physical methods, including x-ray crystallographic analysis.During investigation of the reaction mechanism the products from addition of methanol at the C6 atom and the 1-ethyl-1,2,4-triazinyl radical, having a resolved ESR spectrum, were detected.The possible mechanism of dimerization is discussed.
- Rudakov, B. V.,Alekseev, S. G.,Charushin, V. N.,Chupakhin, O. N.,Chertkov, V. A.,et al.
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p. 479 - 487
(2007/10/02)
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- Unusual dimerization of 1-ethyl-1,2,4-triazinium salts into 4a,4b,9,10-tetrahydro-1,3,6,8,8a,10a-hexaazaphenanthrenes
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1-Ethyl-3-alkylthio-5-phenyl-1,2,4-triazinium tetrafluoroborates were found to undergo an unusual dimerization on treatment with triethylamine in methanol or ethanol solution. A mechanism for the formation of 4a,4b,9,10-tetrahydro-1,3,6,8,8a,10a-hexaazaphenanthrenes is proposed.
- Chupakhin,Rudakov,Alexeev,Charushin
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p. 7665 - 7668
(2007/10/19)
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