Inhibition of C(2)-H/D exchange of a bis(imidazolium) dication upon complexation with cucubit[7]uril
Literature Information
Ruibing Wang, Lina Yuan, Donal H. Macartney
Inclusion of the α,α′-bis(3-(1-methylimidazolium))-p-xylene dication in cucurbit[7]uril (CB[7], KCB[7] = (4.3 × 109 M−1), with C–H⋯OC hydrogen bonding between the guest C(2)-protons and the carbonyl oxygens of the host portals, inhibits the H/D exchange for the C(2)-proton with kOD (25 °C, D2O) decreasing from 1.2 × 103 M−1 s−1 (pKa = 22.3) in the absence of CB[7] to 0.9 M−1 s−1 (pKa = 25.4) in the presence of 1.1 equiv. CB[7].
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