Individual tautomers are selected for complex formation with metal ions of different ionic radius, which induce bias in the typical target-driven dynamic combinatorial virtual libraries of tautomeric systems. The macrocyclic tautomers are made of cores consisting of cis-1,5-dioxa-3,7-diazadecalin (DODAD) or cis-3,7-dioxa-1,5-azadecalin (DADOD) and the corresponding Schiff bases, bridged by various ligating spacers. Thus, [1+1], [2+2] (see picture), and [3+3] manifolds are formed from (not all necessarily or substantially extant) macrocycles in dynamic tauomeric equlibrium.
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Star et al. (2000) studied this question.
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