4.7 Article

A multivalent hexapod having 24 stereogenic centers: chirality and conformational dynamics in homochiral and heterochiral systems

Journal

CRYSTENGCOMM
Volume 13, Issue 18, Pages 5584-5590

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ce05433c

Keywords

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Funding

  1. European Community [NMP4-SL-2008-214340]
  2. Fund of Scientific Research - Flanders (FWO)
  3. K.U.Leuven (GOA)
  4. Belgian Federal Science Policy Office [IAP-6/27]
  5. Institute for the Promotion of Innovation by Science and Technology in Flanders (IWT)

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The monolayer formation of a chiral oligo(p-phenylene vinylene)-substituted hexaarylbenzene with 24 stereogenic centers is investigated at the interface between a liquid and a solid substrate, highly oriented pyrolytic graphite. Scanning tunneling microscopy (STM) reveals that molecular chirality is expressed at the supramolecular level. When both enantiomers are co-adsorbed on the surface, a racemic conglomerate is formed. Both enantiomers and their mixtures show interesting conformational and translational dynamics at the liquid-solid interface, giving insight into expression of chirality, nucleation and monolayer growth.

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