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Updated: Jun 10, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Synthesis and electronic properties of extended, fused-ring aromatic systems containing multiple pentalene units
1Department of Chemistry, University of California at Berkeley, Berkeley, California 94720, USA.
Abstract:
A series of elongated dibenzopentalenes were synthesized via a Pd-catalyzed cyclization followed by an Fe-mediated cyclodehydrogenation. Structural geometries varying from linear to extremely bent are shown to drastically influence solubility properties as well as reduction potentials. Comparisons are made to monopentalenes and related diindenoindacenes. UV-vis absorption spectra and cyclic voltammetry measurements indicate a strong modulation of the electronic structure of these compounds mediated by the strength of interactions between pentalene centers.
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