Overcrowded Triply Fused Carbo[7]helicene

Thispaper presents the synthesis and comprehensive analysis ofa highly contorted and doubly negatively curved multihelicene compound,composed of three carbo[7]helicene units fused within a central six-memberedring. The synthesis of this compound involved a [2 + 2 + 2] cycloadditionreaction of 13,14-picyne, employing a Ni(0) catalyst, which exhibitedsuperior performance compared to conventional Pd(0) catalysts. Theevaluation of aromaticity in this triple carbo[7]helicene, utilizingmagnetic and electronic criteria, led to noteworthy insights challengingthe limitations of Clar's model of aromaticity.

Automated summary

This paper presents the synthesis and analysis of a highly contorted and doubly negatively curved multihelicene compound, made up of three carbo[7]helicene units fused within a central six-membered ring. The compound was synthesized through a [2 + 2 + 2] cycloaddition reaction of 13,14-picyne using a superior Ni(0) catalyst. The evaluation of aromaticity in this triple carbo[7]helicene challenged the limitations of Clar's model of aromaticity.