The Supramolecular Chemistry of Strained Carbon Nanohoops

Abstract

Since 1996, a growing number of strained macrocycles, comprising only sp² - 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 π-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.

Keywords: fullerenes; host-guest systems; macrocycles; ring strain; supramolecular chemistry.