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Updated: Jun 2, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Mild preparation of functionalized [2.2]paracyclophanes via the Pummerer rearrangement
Matteo Montanari1, Alberto Bugana, Arvind K Sharma
1Department of Chemistry and INSTM Research Unit, University of Pavia, Viale Taramelli 10, 27100, Pavia, Italy.
Abstract:
[2.2]Paracyclophanes, incorporating functional groups in the aliphatic bridges, suitable for elimination to give [2.2]paracyclophanedienes, are synthesized through a novel approach. It relies on a double Pummerer rearrangement on dithiacyclophane precursors, followed by ring contraction through a photochemical sulfur extrusion, and it is compatible with aryl moieties possessing very different electronic properties.
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