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Probing Interactions between Hydrocarbons and Auxiliary Guests inside Cucurbit[8]uril
Rabbani, Ramin,Masson, Eric
, p. 4303 - 4306 (2017/08/23)
The affinities of 20 hydrocarbons for the cavity formed by the inner wall of cucurbit[8]uril and a tolyl unit linked to an auxiliary guest were measured in aqueous solution. Cucurbit[8]uril and the auxiliary guest, a substituted ruthenium tris(2,2′-bipyridyl) complex bearing a trifluoromethyl 19F NMR probe, displayed perfect selectivity toward cyclic hydrocarbons, and cis- and trans-decalin, in particular. Unlike π-π interactions, CH-π interactions, as well as differences in hydrocarbon solvation, contribute significantly to the recognition process.
