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.
Original language | English (US) |
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Pages (from-to) | 9982-9986 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 50 |
Issue number | 42 |
DOIs | |
State | Published - Oct 10 2011 |
Externally published | Yes |
Keywords
- chirality
- helicenes
- scanning probe microscopy
- spontaneous resolution
- surface-confined self-assembly
ASJC Scopus subject areas
- Catalysis
- General Chemistry