A powerful demonstration of stacking is found in the buckycatcher

fullerene bound in a buckycatcher through aromatic stacking interactions. This is a picture generated from a crystal structure data reported by Andrzej Sygula, Frank R. Fronczek, Renata Sygula, Peter W. Rabideau, and Marilyn M. Olmstead in the Journal of the American Chemical Society 2007, volume 129, pages 3842 – 3843 (doi:10.1021/ja070616p) entitled “A Double Concave Hydrocarbon Buckycatcher”. It shows a crystal structure of molecular tweezers composed of two corannulene pincers clasping a C60 fullerene. The gray C60 fullerene structure is composed of two disordered orientations.

This molecular tweezer is based on two concave buckybowls with a perfect fit for one convex fullerene molecule. Complexation takes place simply by evaporating a toluene solution containing both compounds. In solution an association constant of 8600 M−1 is measured based on changes in NMR chemical shifts.

  • Sygula A, Fronczek FR, Sygula R, Rabideau PW, Olmstead MM (April 2007). “A double concave hydrocarbon buckycatcher”. Journal of the American Chemical Society. 129 (13): 3842–3843. doi:10.1021/ja070616pPMID 17348661S2CID 25154754.

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