Cycloacylation of chloro-substituted hydroquinone dimethyl ethers with dichloromaleic anhydride

Autor:	V. Ph. Anufriev, O. P. Shestak, N. N. Balaneva, Valery P. Glazunov, Vyacheslav L. Novikov
Rok vydání:	2016
Předmět:	Hydroquinone 010405 organic chemistry Chemistry Oxocarbenium Disproportionation General Chemistry 010402 general chemistry Photochemistry 01 natural sciences Heterolysis 0104 chemical sciences Homolysis Electrophilic substitution chemistry.chemical_compound Polymer chemistry Anhydrous Vicinal
Zdroj:	Russian Chemical Bulletin. 65:993-1003
ISSN:	1573-9171 1066-5285
Popis:	Under the drastic conditions of Zahn—Ochwat cycloacylation of 2-chloroand 2,3-dichlorohydroquinones with dichloromaleic anhydride (a melt of anhydrous AlCl3 and NaCl, 185—195 °C), the substrates undergo various degrees of disproportionation, which reduces the yields of the target triand tetrachloronaphthazarins. Quantum chemical calculations showed that the cycloacylation in question proceeds as a double aromatic electrophilic substitution of the vicinal protons with the corresponding oxocarbenium ions (acylium cations).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::afad71fc9b9bfd967d7282f4440b8a9a https://doi.org/10.1007/s11172-016-1402-3 Zobrazit plný text záznamu Full text from SpringerLink