Absolute Helical Arrangement of Stacked Benzene Rings: Heterogeneous Double‐Helical Interaction Comprising a Hydrogen‐Bonding Belt and an Offset Parallel Aromatic–Aromatic‐Interaction Array

Isao Azumaya, Daisuke Uchida, Takako Katō, Akihiro Yokoyama, Aya Tanatani, Hiroaki Takayanagi, Tsutomu Yokozawa

Angewandte Chemie International Edition · 2004 · 76 citations · 57 references

Concepts

Abstract

A resolution revolution? Self-assembled chiral structures resulting from the formation of two different helical interactions are found in the crystal structures of the achiral compound 1. The interactions give rise to ArH⋅⋅⋅π and OH⋅⋅⋅OC arrays. The chirality of the helices is spontaneously resolved within individual single crystals. Only one of the hydroxy groups contributes to the formation of a helical hydrogen-bonding array (shown in green).

References

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