4.8 Article

Crystallographic Evidence of an Unusual, Pentagon-Shaped Folding Pattern in a Circular Aromatic Pentamer

Journal

ORGANIC LETTERS
Volume 10, Issue 22, Pages 5127-5130

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol801980h

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Funding

  1. Faculty of Science and Office of Life Sciences at National University of Singapore

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Introduction of a continuous hydrogen-bonding network suppressed the conformational flexibility of an oligomeric backbone. Cyclization of a rigidified, suitably sized oligomer led to a circular aromatic pentamer. Its crystal structure determined by X-ray crystallography reveals a pseudo five-fold symmetric planarity in the solid state, which is quite unusual among all the previously described shape-persistent macrocycles and synthetic foldamers with biased conformations enforced by noncovalent forces.

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