Strategies to Build up Supramolecular Macrocycles Based on Hydrogen Bonds

Strategies to Build up Supramolecular Macrocycles Based on Hydrogen Bonds 

In chloroform, the authors estimated an enthalpic gain upon formation of such a hydrogen-bonded network of ca. 24kcalmol1 (1.3kcalmol 1 for each hydrogen bond).1) However, formation of a cydic aggregate by interaction of six molecules 

The most stable aggregate of Whitesides rosettes family shown in Table 3.1 uses a combination of preorganization (sideways connection of the cyanurate subunits) and peripheral crowding of the melamine subunits for the preferential formation of 

Once formed, the double rosette is kinetically stable, and both enantiomers do not interconvert in organic solvents, as this would require an almost complete 

Another interesting example of peripheral stabilization was provided by Fenniri [24], Compound 20 is a DDA-AAD monomer, similar to those described by Lehn or Mascal, with a pending free amino acid that establishes further contacts via ionpairing and hydrogen bonding to stabilize the rosette and to hierarchically favor 

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Strategies to Build up Supramolecular Macrocycles Based on Hydrogen Bonds 77 Table 3.1 Stability indices for hydrogen-bonded rosettes. 

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