Artigas Albert, Rigoulet Florian, Giorgi Michel, Hagebaum-Reignier Denis, Carissan Yannick, Coquerel Yoann
Aix Marseille Univ, CNRS, Centrale Marseille, ISM2, 13397 Marseille, France.
Aix Marseille Univ, CNRS, Centrale Marseille, FSCM, 13397 Marseille, France.
J Am Chem Soc. 2023 Jul 19;145(28):15084-15087. doi: 10.1021/jacs.3c05415. Epub 2023 Jul 10.
This paper presents the synthesis and comprehensive analysis of a highly contorted and doubly negatively curved multihelicene compound, composed of three carbo[7]helicene units fused within a central six-membered ring. The synthesis of this compound involved a [2 + 2 + 2] cycloaddition reaction of 13,14-picyne, employing a Ni(0) catalyst, which exhibited superior performance compared to conventional Pd(0) catalysts. The evaluation of aromaticity in this triple carbo[7]helicene, utilizing magnetic and electronic criteria, led to noteworthy insights challenging the limitations of Clar's model of aromaticity.
本文介绍了一种高度扭曲且具有双负曲率的多并苯化合物的合成与综合分析，该化合物由三个并[7]并苯单元稠合在一个中心六元环内组成。该化合物的合成涉及13,14-皮西烯的[2 + 2 + 2]环加成反应，使用Ni(0)催化剂，与传统的Pd(0)催化剂相比，该催化剂表现出优异的性能。利用磁性和电子标准对这种三联并[7]并苯的芳香性进行评估，得出了值得注意的见解，对克拉尔芳香性模型的局限性提出了挑战。
