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A New Functional Bis(m-phenylene)-32-crown-10-Based Cryptand Host for Paraquats

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journal contribution
posted on 18.07.2008, 00:00 by Adam M.-P. Pederson, Ryan C. Vetor, Mason A. Rouser, Feihe Huang, Carla Slebodnick, Daniel V. Schoonover, Harry W. Gibson
The pseudorotaxane complex of the new hydroxymethyl cryptand 3 with N,N′-dimethyl-4,4′-bipyridinium bis(hexafluorophosphate), PQ(PF6)2, has an association constant of 2.0(±0.3) × 104 M−1. In the crystal structure of 3·PQ(PF6)2 one of the bonding elements appears to be an aromatic edge-to-face interaction of a paraquat β-proton with the hydroquinone moiety; this is the first time this interaction has been reported between a cryptand and paraquat.