Using the chemical versatility of the benzo[b]thiophene motif, an extensive library of 24 (thio)urea receptors, with different binding properties and lipophilicities, was prepared and included α,α-, α,β-, β,β-, β,γ-, α,γ-, and γ,γ-benzo[b]thiophene positional isomers, as well as β- or γ-benzo[b]thiophene-based molecules decorated with aliphatic chains or aryl moieties with different fluorination degrees. 1H NMR...