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Updated: Jul 9, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Nonaromatic corroles: regioselectivity of electrophilic substitution
Romain Ruppert1, Christophe Jeandon, Henry J Callot
1Institut de Chimie, UMR CNRS 7177, Université Louis Pasteur, 1 rue Blaise Pascal, 67000 Strasbourg, France.
Abstract:
Ring contraction of nickel meso-tetraarylporphyrins produced nonaromatic divalent corroles bearing a benzoyloxy function. We investigated their reactivity under electrophilic conditions: formylation, halogenation, nitration. We also found that the benzoate function could be eliminated to afford deoxocorroles, and we tested the formylation and nitration in this deoxo series. These corroles were generally very stable under the reaction conditions, and in both series, the directly bonded pyrroles were the most reactive. The nitration reaction produced a series of corrole dimers via electron transfer initiated coupling.
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