title: Chiral conflict among different helicenes suppresses formation of one enantiomorph in 2D crystallization.
abstract: Diastereomeric interactions in 2D crystals formed at solid surfaces serve as excellent models for understanding molecular recognition in biomineralization. Adsorption of a pentahelicene racemate on a Au(111) surface leads to 2D conglomerate crystallization, i.e., homochiral mirror domains, as observed by scanning tunneling microscopy. Upon mixing 26% of (M)-heptahelicene into the racemate monolayer, only the (M)-pentahelicene enantiomorph is observed. This effect is explained by a preferred heterochiral interaction between the different helicene species, suppressing the formation of the pure (P)-pentahelicene enantiomorph. These results shine new light onto stereoselective molecular recognition mediated by van der Waals forces.
authors: Empa, Swiss Federal Laboratories for Materials Science and Technology, 8600 Dübendorf, Switzerland.
authors: Johannes
authors: J
authors: Seibel
authors: Oliver
authors: O
authors: Allemann
authors: Jay S
authors: JS
authors: Siegel
authors: Karl-Heinz
authors: KH
authors: Ernst
mesh_terms: D000327:Adsorption; D003460:Crystallization; D006046:Gold / Q000737:chemistry; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry*; D010316:Particle Size; D011083:Polycyclic Compounds / Q000737:chemistry*; D013499:Surface Properties
chemical_list: D009942:Organometallic Compounds; D011083:Polycyclic Compounds; D006046:Gold