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Updated: Feb 15, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Rhodium(I)-Catalyzed Cycloisomerization of Homopropargylallene-Alkynes through C(sp3 )-C(sp) Bond Activation
Yasuaki Kawaguchi1, Kenya Yabushita1, Chisato Mukai1
1Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.
Abstract:
Upon exposure to a catalytic amount of [RhCl(CO)2 ]2 in 1,4-dioxane, homopropargylallene-alkynes underwent a novel cycloisomerization accompanied by the migration of the alkyne moiety of the homopropargyl functional group to produce six/five/five tricyclic compounds in good yields. A plausible mechanism was proposed on the basis of an experiment with 13 C-labeled substrate. The resulting tricyclic derivatives were further converted into the corresponding bicyclo[3.3.0] skeletons with vicinal cis dihydroxy groups.
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