Angewandte Chemie International Edition

Cover image for Vol. 55 Issue 7

Chefredakteur: Peter Gölitz, Stellvertreter: Neville Compton, Haymo Ross

Online ISSN: 1521-3773

Associated Title(s): Angewandte Chemie, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemistryOpen, ChemPlusChem, Zeitschrift für Chemie

Cover Picture: Angew. Chem. Int. Ed. 8/2002

08/2002The cover picture shows the simple, one-step synthesis of cyclo[8]pyrroles, a new class of aromatic heteroannulene. Using a newly developed biphasic oxidative coupling procedure that employs aqueous FeCl3 as the oxidant, these novel porphyrin-like systems may be obtained in yields exceeding 70% starting from well-known bipyrrolic precursors. While formally derived from porphyrin as the result of substituting a pyrrole for each of the original bridging meso-carbon atoms, the cyclo[8]pyrroles differ from these quintessential tetrapyrrolic macroycles by virtue of Q-like absorption bands that are red-shifted into the near IR. Cyclo[8]pyrroles also show a propensity for protonation and anion binding that is underscored by the X-ray structure of the sulfate salt that makes up the background for this illustration. More on these exciting new molecules can be found in the communication by J. L. Sessler et al. on pp. 1422–1425.

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