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Angew Chem Int Ed Engl ; 56(41): 12634-12638, 2017 10 02.
Article in English | MEDLINE | ID: mdl-28799691

ABSTRACT

Higher-order super-helical structures derived from biological molecules are known to evolve through opposite coiling of the initial helical fibers, as seen in collagen protein. A similar phenomenon is observed in a π-system self-assembly of chiral oligo(phenyleneethylene) derivatives (S)-1 and (R)-1 that explains the unequal formation of both left- and right-handed helices from molecule having a specific chiral center. Concentration- and temperature-dependent circular dichroism (CD) and UV/Vis spectroscopic studies revealed that the initial formation of helical aggregates is in accordance with the molecular chirality. At the next level of hierarchical self-assembly, coiling of the fibers occurs with opposite handedness, thereby superseding the command of the molecular chirality. This was confirmed by solvent-dependent decoiling of super-helical structures and concentration-dependent morphological analysis.

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