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A linear bis secondary dialkylammonium ion containing scaffold-based upon a
n anthracenyl core-has been synthesized. It has been demonstrated that it i
s possible to dock either one or two dibenzo[24]crown-8 (DB24C8) macrocycle
s onto this scaffold to afford either a [2]- or [3]pseudorotaxane, respecti
vely, In solution, the association constants for the formation of each of t
hese species has been quantified by employing H-1 NMR spectroscopy, and bot
h species survive in the "gas phase" as evidenced by FAB mass spectrometry.
Additionally, the X ray crystal superstructure of the [3]pseudorotaxane ha
s been determined.