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Yuran Hua, Raghunath O. Ramabhadran, Esther O. Uduehi, Jonathan A. Karty, Prof. Krishnan Raghavachari and Prof. Amar H. Flood Aromatic and Aliphatic CH Hydrogen Bonds Fight for Chloride while Competing Alongside Ion Pairing within Triazolophanes Chemistry - A European Journal 17

Version of Record online: 24 NOV 2010 | DOI: 10.1002/chem.201002340

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Tug of war! Competition experiments were used to show that aromatic phenylene donors are stronger than aliphatic propylene C[BOND]H groups for binding chloride ions (Cl) (see figure). The analysis was aided by the use of a self-consistent model of all the binding equilibria occurring in solution, which included ion pairing for the first time. While the triazolophane separated the Cl from the cation, later in the titration the cation was found to pair with the complex.

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