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Updated: Apr 22, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
General and facile method for exo-methlyene synthesis via regioselective C-C double-bond formation using a
Takashi Nishikata1, Kimiaki Nakamura, Kohei Itonaga
1Graduate School of Science and Engineering, Yamaguchi University , Ube, Yamaguchi 755-8611, Japan.
Abstract:
In this study, for distal-selective β-hydride elimination to produce exomethylene compounds with a newly formed Csp(3)-Csp(3) bond between tertiary alkyl halides and α-alkylated styrenes, a combination of a Cu(I) salt and a pyridine-based amine ligand (TPMA) is found to be a very efficient catalyst system. The yields and regioselectivities were high, and the regioselectivity was found to be dependent on the structure of the alkyl halide, with bulky alkyl halides showing the highest distal selectivities.
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