2,2'-Bipyridyl-Embedded Cycloparaphenylenes as a General Strategy To Investigate Nanohoop-Based Coordination
Jeff M Van Raden1, Shayan Louie1, Lev N Zakharov2
1Department of Chemistry and Biochemistry and Materials Science Institute, University of Oregon , Eugene, Oregon 97403, United States.
Abstract:
Because of their unique cyclic architectures, tunable electronic properties, and supramolecular chemistries, cycloparaphenylenes (CPPs) have the potential to act as a new class of ligands for coordination cages, metal-organic frameworks, and small-molecule transition-metal complexes. However, currently there is no general strategy to coordinate the cyclic framework to a variety of metal centers. We report here a general and scalable synthetic strategy to embed 2,2'-bipyridine units into the backbone of CPPs. We use this approach to synthesize a 2,2'-bipyridine-embedded [8]CPP, which we show can successfully coordinate to both Pd(II) and Ru(II) metal centers. The resulting coordination complexes, a Pd(II)-nanohoop dimer and a bis(bipyridyl)ruthenium(II)-functionalized nanohoop, show unique solid-state and photophysical properties. This work provides a proof of concept for a general strategy to use nanohoops and their derivatives as a new class of ligands.
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