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Article Dans Une Revue Journal of the American Chemical Society Année : 2023

Overcrowded Triply Fused Carbo[7]helicene

Résumé

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.

Domaines

Chimie organique
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Dates et versions

hal-04172611 , version 1 (27-07-2023)

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Albert Artigas, Florian Rigoulet, Michel Giorgi, Denis Hagebaum-Reignier, Yannick Carissan, et al.. Overcrowded Triply Fused Carbo[7]helicene. Journal of the American Chemical Society, 2023, 145 (28), pp.15084 - 15087. ⟨10.1021/jacs.3c05415⟩. ⟨hal-04172611⟩

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