聯杯烯(Bicalicene)的分子式为C16H8。聯杯烯具有两个环丙烯环和两个环戊二烯环。整體的共軛體系包含16個π電子,理論上應為反芳香性。但反-聯杯烯的共振式可以出現帶正電的三元環和帶負電的五元環,各自符合休克爾規則,因而具有芳香性。[2]而顺-聯杯烯同樣的共振式中相同電荷的環處於同側,是不穩定的,因此不具有芳香性,是不穩定的反芳香性化合物。[3]
参考资料[编辑]
- ^ Yonedo S, Shibata M, Kida S, Yoshida Zi, Kai Y, Miki K, Kasai N. A Novel Aromatic Hydrocarbon with 16π-Electron Periphery:"Cyclic Bicalicene". Angewandte Chemie International Edition in English. January 1984, 23 (1): 63–64. doi:10.1002/anie.198400631.
- ^ Oziminski WP, Palusia M. Capturing the elusive aromaticity of bicalicene. Physical Chemistry Chemical Physics. 2013, 15: 3286–3293. doi:10.1039/C2CP43426A.
- ^ Jelena Đurđević Nikolić; Ivan Gutman. A Comparative Study of the Two Isomers of Bicalicene. Polycyclic Aromatic Compounds. 2016: 1–7. doi:10.1080/10406638.2016.1140659.