Self‐Assembly and Two‐Dimensional Spontaneous Resolution of Cyano‐Functionalized [7]Helicenes on Cu(111)

• DOI: 10.1002/anie.201102627
• Publication Date: 2011-09-12T16:49:04Z
• Authors: Meike Stöhr; Serpil Boz; Michael Schär; Manh‐Thuong Nguyen; Carlo A. Pignedoli; Daniele Passerone; W. Bernd Schweizer; Carlo Thilgen; Thomas A. Jung; François Diederich
• Keywords: SUPRAMOLECULAR SYNTHONS; SURFACES; ENANTIOMERS; RECOGNITION; chirality; scanning probe microscopy; surface-confined self-assembly; HEPTAHELICENE; MONOLAYERS; AMPLIFICATION; 02 engineering and technology; 01 natural sciences; 0104 chemical sciences; helicenes; MOLECULAR CHIRALITY; spontaneous resolution; CRYSTAL-STRUCTURE PREDICTION; ORIENTATION; 0210 nano-technology

Birds of a feather flock together: STM and DFT studies provide the first example spontaneous chiral resolution helicene on surface. Racemic 6,13-dicyano[7]helicene forms fully segregated domains pure enantiomers (2D conglomerate) Cu(111). The propensity system to optimize intermolecular CN⋅⋅⋅HC(Ar) hydrogen bonding CN⋅⋅⋅CN dipolar interactions translates into recognition with preferential assembly homochiral molecules. Detailed facts importance specialist readers are published as "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by authors. Please note: publisher is responsible for content functionality any supporting information supplied Any queries (other than missing content) should be directed corresponding author article.