Cyclization of substitued 2-(2-fluorophenylazo)azines to azino[1,2-c]benzo[d][1,2,4]triazinium derivatives

Aleksandra Jankowiak; Emilia Obijalska; Piotr Kaszynski

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Cyclization of substitued 2-(2-fluorophenylazo)azines to azino[1,2-c]benzo[d][1,2,4]triazinium derivatives

机译：取代的2-（2-氟苯基偶氮）嗪环化为叠氮[1,2-c]苯并[d] [1,2,4]三嗪衍生物

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Light-induced cyclization of several substituted 2-(2-fluorophenylazo)azines in the presence of Ca2+ ions to the corresponding triazinium derivatives is investigated experimentally and computationally. The azo derivatives of 4-methylpyridine 4 undergo facile cyclization to the corresponding triazinium 1 , and the rate of cyclization increases with increasing number of fluorine atoms at the benzene ring. No triazinium ions were obtained from azo derivatives of 4-cyanopyridine, pyrazine and pyrimidine, presumably due to their instability under the reaction conditions. The experimental results and mechanism are discussed with the aid of DFT computational results.

机译：实验和计算研究了Ca 2+离子存在下几种取代的2-（2-氟苯基偶氮）嗪光诱导环化为相应的三嗪衍生物。 4-甲基吡啶4的偶氮衍生物容易环化为相应的三嗪1，且环化速率随苯环上氟原子数的增加而增加。从4-氰基吡啶，吡嗪和嘧啶的偶氮衍生物没有获得三嗪离子，大概是由于它们在反应条件下的不稳定性。借助DFT计算结果讨论了实验结果和机理。

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《Beilstein journal of organic chemistry.》 |2013年第1期|共8页
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Aleksandra Jankowiak; Emilia Obijalska; Piotr Kaszynski;
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6. Cyclization of substitued 2-(2-fluorophenylazo)azines to azino[1,2-c]benzo[d][1,2,4]triazinium derivatives [O] . Aleksandra Jankowiak, Emilia Obijalska, Piotr Kaszynski 2013

机译：将取代的2-（2-氟苯基偶氮）吖嗪环化成氮杂环庚烷[1,2-c]苯并[d] d [1,2,4]三嗪衍生物

Cyclization of substitued 2-(2-fluorophenylazo)azines to azino[1,2-c]benzo[d][1,2,4]triazinium derivatives

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