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Updated: Sep 21, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
New Thiophene-Pyrrole-Derived Annulenes Containing 6 and 10 Heterocyclic Units
Masatoshi Kozaki1, James P. Parakka, Michael P. Cava
1Department of Chemistry, The University of Alabama, Box 870336, Tuscaloosa, Alabama 35487-0336.
Abstract:
A series of thiophene-pyrrole-derived annulenes containing either 6 (9a-c) or 10 (14a,band 17) heterocyclic units and 2 vinylene bridges have been synthesized from the appropriate dialdehydes or tetraaldehydes by the McMurry coupling reaction. All of these annulenes except 17 contain one or two intramolecular aliphatic chains linking the pyrrole units. Spectroscopic properties of these annulenes show no evidence for overall aromaticity or antiaromaticity, although the nature of the aliphatic bridge has a small but definite effect on the UV-visible spectra and electrochemical properties of the compounds.
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