Carbenium Ions in Substitution Reactions at the Amino Nitrogen Atom

Autor:	L. P. Yunnikova, V. V. Esenbaeva
Rok vydání:	2018
Předmět:	Substitution reaction Tetrafluoroborate 010405 organic chemistry Organic Chemistry Hydrogen atom 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Ion chemistry.chemical_compound Hydrolysis Perchlorate Aniline chemistry Dehydrogenation
Zdroj:	Russian Journal of Organic Chemistry. 54:1018-1022
ISSN:	1608-3393 1070-4280
DOI:	10.1134/s1070428018070084
Popis:	Tropylium, xanthylium, and tritylium salts characterized by different stabilities differently reacted with biologically active amines. The reactions of tropylium perchlorate and tetrafluoroborate with 4-(cyclohepta-2,4,6-trien-1-yl)aniline was accompanied by hydrolysis of the N-(cyclohepta-2,4,6-trien-1-yl) derivative, the N-xanthenyl derivative underwent dehydrogenation, whereas tritylium perchlorate failed to react with 4-(cyclohepta-2,4,6-trien-1-yl)aniline. The reactions of pyrimidin-2-amine with tropylium, xanthylium, and tritylium salts afforded products of substitution of one hydrogen atom in the amino group with high yields. The N-substituted pyrimidin-2-amine derivatives were stable, and neither their dehydrogenation nor hydrolysis was observed.
Databáze:	OpenAIRE
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