Synfacts 2007(10): 1044-1044  
DOI: 10.1055/s-2007-968987
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Hexapyrrolohexaacorone and Its Dication

Contributor(s): Timothy M. Swager, Ryan M. Moslin
M. Takase, V. Enkelmann, D. Sebastiani, M. Baumgarten, K. Müllen*
Max-Planck-Institut für Polymerforschung, Mainz, Germany
Further Information

Publication History

Publication Date:
07 November 2007 (online)

Significance

The authors report the synthesis of 2 via oxidative cyclization of the hexapyrrolebenzene precursor 1. The oxidation of similar hexa­pyrrolebenzenes had been previously reported (M. Lazerges J. Phys. Chem. A 2003, 107, 5042), although the authors did not isolate the products of the oxidation. In this work, the structure of 2, as well as its corresponding dication, are unambiguously demonstrated by the inclusion of X-ray crystal structures for each. Compound 2 can be converted into 2 2+ chemically, and vice versa. Cyclic voltammetry revealed that the oxidation occurs via four reversible one-electron steps.