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Updated: Sep 3, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Copper-Catalyzed Divergent 1,4-Polyhaloalkylcyanation of 1,3-Enynes
Yunhe Lv1, Fengyu Zhang1, Hanshuo Chang1
1College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang455000, P. R. China.
Abstract:
We report a switchable copper-catalyzed divergent 1,4-polyhaloalkylcyanation of 1,3-enynes to construct a series of polyhalogenated allenes with high chemoselectivity and regioselectivity. The 1,4-dichloromethylcyanation of 1,3-enynes is realized by merging aminoalkyl radical-induced homolytic activation of carbon-halogen bonds with copper catalysis, while employing dtbbpy as ligands enables 1,4-trichloromethylcyanation of 1,3-enynes by hydrogen atom transfer (HAT) reactions of chloroform. Mechanistic investigations indicate that the reactions involve the selective generation of polyhalomethyl radicals by HAT or XAT process.
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