Wang Rui, Wang Lili, Xu Qin, Ren Bao-Yi, Liang Fushun
Department of Chemistry , Northeast Normal University , Changchun 130024 , China.
College of Applied Chemistry , Shenyang University of Chemical Technology , Shenyang 110142 , China.
Org Lett. 2019 May 3;21(9):3072-3076. doi: 10.1021/acs.orglett.9b00655. Epub 2019 Apr 17.
A visible-light-promoted electron-donor-acceptor (EDA) complex-initiated [5 + 1] annulation between biguanides and perfluoroalkyl halides for the construction of perfluoroalkyl- s-triazines has been developed. It was found that both visible light and dioxygen in the air are favorable for the reaction. A radical-polar crossover mechanism was proposed, in which sequential SET, radical combination, HF elimination, electrocyclization, and aromatization are involved.
已开发出一种可见光促进的电子供体-受体(EDA)络合物引发的双胍与全氟烷基卤化物之间的[5 + 1]环化反应,用于构建全氟烷基-s-三嗪。研究发现,可见光和空气中的氧气均有利于该反应。提出了一种自由基-极性交叉机理,其中涉及连续的单电子转移、自由基结合、氟化氢消除、电环化和芳构化。