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

Stöhr Meike | Zendy; Boz Serpil | Zendy; Schär Michael | Zendy; Nguyen ManhThuong | Zendy; Pignedoli Carlo A. | Zendy; Passerone Daniele | Zendy; Schweizer W. Bernd | Zendy; Thilgen Carlo | Zendy; Jung Thomas A. | Zendy; Diederich François | Zendy

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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.

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