Oxidation of aromatic compounds: XVI. Radical cations derived from acetylenic compounds with electron-withdrawing groups: Reactions and ESR parameters

A. V. Vasil'ev, S. A. Aristov, G. K. Fukin, K. A. Kozhanov, M. P. Bubnov, V. K. Cherkasov

Результат исследований: Научные публикации в периодических изданияхстатья

4 Цитирования (Scopus)

Аннотация

One-electron oxidation of aryl-substituted acetylenes ArC≡CX where X is an electron-withdrawing group gives different products, depending on the X substituent. Acetylenic substrates with medium-strength electron-withdrawing substituents, X = CO2R, COAr, COR, PO(OEt)2, give rise to tetrasubstituted ethenes X(ArCO)C=C(COAr)X. Compounds with strong electron-withdrawing groups (X = COCF3, COCO2R, CN) are converted into furan derivatives. Probable mechanisms of transformations of ArC≡CX radical cations into the final products are discussed. Radical cations derived from disubstituted acetylenes were characterized by ESR spectroscopy.

Язык оригиналаанглийский
Страницы (с-по)791-802
Число страниц12
ЖурналRussian Journal of Organic Chemistry
Том44
Номер выпуска6
DOI
СостояниеОпубликовано - 1 июн 2008

Предметные области Scopus

  • Органическая химия

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