Abstract
| - Simple peptidomimetic molecules derived from amino acids were reacted with meta- and para-bis(bromomethyl)benzene in acetonitrile to very efficiently yield macrocyclic structures. The cyclizationreaction does not require high dilution techniques and seems to be insensitive to the size of the formedmacrocycle. The analysis of data obtained by 1H NMR, single-crystal X-ray diffraction, fluorescencemeasurements, and molecular mechanics indicate that folded conformations can preorganize the systemfor an efficient cyclization. The role played by intramolecular hydrogen-bonding and solvophobic effects inthe presence of folded conformations is analyzed.
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