4.8 Article

From Homochiral Clusters to Racemate Crystals: Viable Nuclei in 2D Chiral Crystallization

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 25, Pages 7970-7973

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b02262

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Funding

  1. Swiss National Science Foundation
  2. project Supramolecular Chiral Films
  3. University of Zurich Research Priority Program LightChEC

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The quest for enantiopure compounds raises the question of which factors favor conglomerate crystallization over racemate crystallization. Studying nucleation and crystal growth at surfaces with submolecular-resolution scanning tunneling microscopy is a suitable approach to better understand intermolecular chiral recognition. Racemic heptahelicene on the Ag(100) surface shows a transition from homochiral nuclei to larger racemic motifs, although the extended homochiral phase exhibits higher density. The homochiral-heterochiral transition is explained by the higher stability of growing nuclei due to a better match of the molecular lattice to the substrate surface. Our observations are direct visual proof of viable nuclei.

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