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Self‐Assembly and Two‐Dimensional Spontaneous Resolution of Cyano‐Functionalized [7]Helicenes on Cu(111)
Author(s) -
Stöhr Meike,
Boz Serpil,
Schär Michael,
Nguyen ManhThuong,
Pignedoli Carlo A.,
Passerone Daniele,
Schweizer W. Bernd,
Thilgen Carlo,
Jung Thomas A.,
Diederich François
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201102627
Subject(s) - resolution (logic) , self assembly , materials science , crystallography , nanotechnology , polymer chemistry , chemistry , computer science , artificial intelligence
Birds of a feather flock together : STM and DFT studies provide the first example of spontaneous chiral resolution of a helicene on a surface. Racemic 6,13‐dicyano[7]helicene forms fully segregated domains of pure enantiomers (2D conglomerate) on Cu(111). The propensity of the system to optimize intermolecular CN⋅⋅⋅HC(Ar) hydrogen bonding and CN⋅⋅⋅CN dipolar interactions translates into chiral recognition with preferential assembly of homochiral molecules.