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Self-assembly and two-dimensional spontaneous resolution of cyano-functionalized [7]helicenes on Cu111.

Stöhr, Meike and Boz, Serpil and Schär, Michael and Nguyen, Manh-Thuong and Pignedoli, Carlo A. and Passerone, Daniele and Schweizer, W. Bernd and Thilgen, Carlo and Jung, Thomas A. and Diederich, François. (2011) Self-assembly and two-dimensional spontaneous resolution of cyano-functionalized [7]helicenes on Cu111. Angewandte Chemie International Edition, 50 (42). pp. 9982-9986.

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Abstract

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.
Faculties and Departments:05 Faculty of Science > Departement Physik > Physik
UniBasel Contributors:Jung, Thomas A.
Item Type:Article, refereed
Publisher:Wiley
ISSN:1433-7851
e-ISSN:1521-3773
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
Last Modified:27 Oct 2016 09:15
Deposited On:27 Oct 2016 09:15

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