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Synfacts 2007(12): 1255-1255  
DOI: 10.1055/s-2007-991363
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Giant Polycyclic Aromatic Hydrocarbons and the Metals That Bind Them

Contributor(s): Timothy M. Swager, Ryan M. Moslin
Y. Fogel, M. Kastler, Z. Wang, D. Andrienko, G. J. Bodwell, K. Müllen*
Max Planck Institute for Polymer Research, Mainz, Germany; Institute of Chemistry, Chinese Academy of Sciences, Beijing, P. R. of China; Memorial University, St. John’s, Canada
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Publication History

Publication Date:
22 November 2007 (online)

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Significance

Starting from 1 (J. Am. Chem. Soc. 2004, 126, 7794) the authors elaborate to a wide variety of compounds. All of the compounds described were readily soluble in organic solvents due to the disruption of the planarity of the aromatic system by the bulky tert-butyl groups, as described in J. Am. Chem. Soc. 2006, 126, 1334. Of particular note were compounds 2-4: Nano­graphene 2 possessed a well-resolved 1H NMR spectrum, the largest polycyclic aromatic hydrocarbon (PAH) to do so. Complex 3 represents the largest ligand ever complexed to a metal center. Finally 4 is the largest known phthalocyanine derivative.