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[2]pseudorotaxane formation with N-benzylanilinium axles and 24-crown-8 ether wheels
Stephen J Loeb1, Jorge Tiburcio, Sarah J Vella
1Department of Chemistry & Biochemistry, University of Windsor, ON, Canada. loeb@uwindsor.ca
Abstract:
[reaction: see text] As a hybrid of the N,N-dibenzylammonium and 1,2-bis(pyridinium)ethane axles, various N-benzylanilinium cations were investigated as suitable axles for the formation of [2]pseudorotaxanes with the 24-membered crown ethers 24C8 and DB24C8. The effect of electron-donating OCH(3) and electron-withdrawing CF(3) groups on both the anilinium and benzyl aromatic rings was studied. Formation constants and structural details were compared to the [2]pseudorotaxanes formed by the two aforementioned dibenzylammonium and 1,2-bis(pyridinium)ethane axles.
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