The ethynyl carbocation. 4. Reaction of 4-phenylethynylpyrylium salts with c-nucleophiles

Autor:	G. P. Zolotovskova, D. S. Yufit, Yu. T. Struchkov, A. V. Koblik, G. V. Gridunova, L. A. Murad'yan
Rok vydání:	1992
Předmět:	Indole test Bond length chemistry.chemical_compound Nucleophile chemistry Allene Intramolecular force Organic Chemistry Carbocation Ring (chemistry) Photochemistry Triple bond Medicinal chemistry
Zdroj:	Chemistry of Heterocyclic Compounds. 28:1116-1123
ISSN:	1573-8353 0009-3122
Popis:	The reaction of 4-phenylethynylpyrilium salts with indoles leads to indolylvinylpyrilium derivatives through attack of the β-carbon atom of the triple bond and subsequent intramolecular transfer of a proton from C(in3) of the indole ring to the sp-hybridized carbon atom of the allene group. The structure of 2,6-diphenyl-4-[2′-phenyl-2′-((β-methylindolyl)vinyl]pyriliumperchloratewasdeterminedunequivocallybyx-ray diffraction analysis and the most likely reaction scheme was indicated. The bond length distribution in the pyrilium cation indicates significant delocalization of positive charge.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::88dd963a49714d0d45b853539eccdd85 https://doi.org/10.1007/bf00529571 Zobrazit plný text záznamu Full text from SpringerLink