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Synthesis of 1,2‐Dicyano‐3‐arylcycl[3.2.2]azines – First 1,2‐Dicarbonitriles Based on Cyclazine Heterocycle
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-08-25 , DOI: 10.1002/ejoc.202000958 Andrei S. Starikov 1 , Valery V. Kalashnikov 1 , Pavel A. Tarakanov 1 , Anton O. Simakov 1 , Sergey V. Simonov 2 , Valery V. Tkachev 1, 3 , Alexander V. Yarkov 1 , Vladimir P. Kazachenko 1 , Alexander V. Chernyak 3 , Fedor E. Zhurkin 4 , Larisa G. Tomilova 1, 5 , Victor E. Pushkarev 1, 5
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-08-25 , DOI: 10.1002/ejoc.202000958 Andrei S. Starikov 1 , Valery V. Kalashnikov 1 , Pavel A. Tarakanov 1 , Anton O. Simakov 1 , Sergey V. Simonov 2 , Valery V. Tkachev 1, 3 , Alexander V. Yarkov 1 , Vladimir P. Kazachenko 1 , Alexander V. Chernyak 3 , Fedor E. Zhurkin 4 , Larisa G. Tomilova 1, 5 , Victor E. Pushkarev 1, 5
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The first 1,2‐dicarbonitriles have been prepared for cycl[3.2.2]azine systems. An unexpected chlorination of cycl[3.2.2]azine core by thionyl chloride at 4‐position in spite of the presence of two electron‐withdrawing groups has been found, and its electrophilic nature was supported by the DFT calculations. The compounds were shown to be promising blue fluorophores for OLED applications.
中文翻译：
1,2-二氰基-3-芳基环[3.2.2]嗪的合成–基于环嗪杂环的第一个1,2-二腈
已经为环[3.2.2]嗪系统制备了首批1,2-二腈。尽管存在两个吸电子基团，但发现亚硫酰氯在4位意外地氯化了环[3.2.2]嗪核心，并且其亲电性得到了DFT计算的支持。该化合物被证明是用于OLED应用的有前途的蓝色荧光团。
更新日期：2020-09-23
中文翻译：
1,2-二氰基-3-芳基环[3.2.2]嗪的合成–基于环嗪杂环的第一个1,2-二腈
已经为环[3.2.2]嗪系统制备了首批1,2-二腈。尽管存在两个吸电子基团，但发现亚硫酰氯在4位意外地氯化了环[3.2.2]嗪核心，并且其亲电性得到了DFT计算的支持。该化合物被证明是用于OLED应用的有前途的蓝色荧光团。
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