胺类化合物向共轭大环的氧化插入反应：反芳香性降卟啉转化为芳香性氮杂卟啉
Oxidative insertion of amines into conjugated macrocycles: transformation of antiaromatic norcorrole into aromatic azacorrole.
作者信息
Li Sha, Sun Yahan, Li Xiaofang, Smaga Oskar, Koniarz Sebastian, Pawlicki Miłosz, Chmielewski Piotr J
机构信息
Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology Xiangtan, Hunan 411201, China.
Department of Chemistry, University of Wrocław, F. Joliot-Curie 14, Wrocław 50 383, Poland.
出版信息
Chem Commun (Camb). 2023 Mar 23;59(25):3739-3742. doi: 10.1039/d2cc06648c.
A new group of aromatic porphyrinoids was obtained by an oxidative insertion of primary amines into the antiaromatic ring of 5,14-dimesityl-norcorrolatonickel(II) activated by iodosobenzene. The substituted 10-azacorroles thus formed were characterized by spectroscopic and electrochemical methods, and XRD analysis. Protonated forms of azacorroles were shown to remain aromatic despite disconnection of the original π-electron delocalization path.
通过将伯胺氧化插入由亚碘酰苯活化的5,14-二甲基-降咕啉镍（II）的反芳香环中，得到了一组新的芳香卟啉类化合物。由此形成的取代10-氮杂卟啉通过光谱、电化学方法和XRD分析进行了表征。结果表明，尽管原来的π电子离域路径断开，但氮杂卟啉的质子化形式仍保持芳香性。
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