On the Most Powerful Chemical Traps for Bis(methoxycarbonyl)carbene (=2-Methoxy-1-(methoxycarbonyl)-2-oxoethylidene)

V.V. Shevchenko, N.G. Zhegalova, A.O. Borzenko, V.A. Nikolaev

Результат исследований: Научные публикации в периодических изданияхстатья

10 Цитирования (Scopus)

Аннотация

The efficiency and validity of different chemical substrates for trapping bis(methoxycarbonyl)carbene is dependent on the conditions of carbene generation. On conventional photolysis of diazomalonic ester by long-wave UV light (through pyrex filter, λ>290 nm) the most powerful trap for carbene in the series of substrates Me2S, CH3OH, C6H12 and C5H5N is dimethyl sulfide (with the efficiency ratio of ~ 6:4:2:1 correspondingly). When short-wave decomposition of diazomalonate is employed (through quartz filter, λ>210 nm) more reliable and useful chemical traps for bis(methoxycarbonyl)carbene are pyridine and cyclohexane, which adducts with carbene are rather stable at short-wave irradiation conditions. Application of alcohols for the trapping of (МеО2С)2С: proves to be preferential, when simultaneous monitoring carbene and oxoketene formation during photolysis is necessary.
Язык оригиналаанглийский
Страницы (с-по)501-509
ЖурналHelvetica Chimica Acta
Том91
СостояниеОпубликовано - 2008

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  • Цитировать

    Shevchenko, V. V., Zhegalova, N. G., Borzenko, A. O., & Nikolaev, V. A. (2008). On the Most Powerful Chemical Traps for Bis(methoxycarbonyl)carbene (=2-Methoxy-1-(methoxycarbonyl)-2-oxoethylidene). Helvetica Chimica Acta, 91, 501-509.