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In contrast, formation of library members 5-12 via path (b) for (i.e., macrocycle 5) requires
partial hydrolysis to intermediate 16 with two hydrazide terminals. In general, molecular ions of
intermediates 16-18 (Fig. 2) possess low peak intensities when they form via path (a) and high
peak intensities in case of formation via path (b). For intermediates 19-21 (Fig. 2), the opposite
case was observed.
Figure 3. Proposed mechanism for the formation and exchange of tetra-carbohydrazide 5.
Generation of a dynamic library of tetra-carbohydrazide cyclophanes with polar functionalities
After successfully probing the dynamic reversibility of tetra-carbohydrazide cyclophanes, we
decided to generate a dynamic library in solution, in which some members possess polar
functionalities to facilitate non-covalent interactions in the presence of a guest molecule. We
followed path (a) for the generation of library members taking advantage of the shorter reaction
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