The Chameleonic Nature of Diazaperopyrenium Recognition Processes


  • We acknowledge support from the Air Force Office of Scientific Research (AFOSR) under the Multidisciplinary Research Program of the University Research Initiative (MURI) Award FA9550-07-1-0534 on “Bioinspired Supramolecular Enzymatic Systems” and the National Science Foundation (NSF) under the auspices of Awards CHE-0924620 and DGE-0824162. A.C.F, C.J.B., and J.F.S. were supported by the WCU Program (NRF R-31-2008-000-10055-0) funded by the Ministry of Education, Science, and Technology, Korea. T.K. acknowledges the Japan Society for the Promotion of Science (JSPS) for a postdoctoral fellowship to carry out research abroad. N.L.S., C.J.B., A.-J.A., and A.C.F. acknowledge support from the NSF Graduate Research Fellowships. S.T.S. acknowledges the International Institute for Nanotechnology (IIN) at Northwestern University for a postdoctoral fellowship.


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Two for the price of one! The diazaperopyrenium dication behaves dichotomously in a homo- and heterophilic manner, allowing for complexation with itself and a variety of π-electron-rich donors. This chameleonic characteristic, in addition to its electronic properties, leads to self-assembled nanowires in the solid state, as well as to its acting as a template for aromatic crown ethers to form a [3]- and two [2]rotaxanes (see picture).