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The Supramolecular Chemistry of Strained Carbon Nanohoops

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 2, Pages 559-573

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201906069

Keywords

fullerenes; host-guest systems; macrocycles; ring strain; supramolecular chemistry

Funding

  1. Deutsche Forschungsgemeinschaft (DFG) [182849149-SFB953]
  2. University of Ulm

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Since 1996, a growing number of strained macrocycles, comprising only sp(2)- or sp-hybridized carbon atoms within the ring, have become synthetically accessible, with the [n]cycloparaphenyleneacetylenes (CPPAs) and the [n]cycloparaphenylenes (CPPs) being the most prominent examples. Now that robust and relatively general synthetic routes toward a diverse range of nanohoop structures have become available, the research focus is beginning to shift towards the exploration of their properties and applications. From a supramolecular chemistry perspective, these macrocycles offer unique opportunities as a result of their near-perfect circular shape, the unusually high degree of shape-persistence, and the presence of both convex and concave pi-faces. In this Minireview, we give an overview on the use of strained carbon-rich nanohoops in host-guest chemistry, the preparation of mechanically interlocked architectures, and crystal engineering.

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