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Viewing and inducing symmetry breaking at the single-molecule limit
Heather L Tierney1, April D Jewell, Ashleigh E Baber
1Department of Chemistry, Tufts University, Medford, Massachusetts, USA.
Chirality
|August 14, 2012
Summary
Researchers induced and measured symmetry breaking in molecules using scanning tunneling microscopy. This method quantifies chirality transfer, achieving high enantiomeric excesses up to 39% in single-molecule studies.
Area of Science:
- Surface Science
- Chirality Studies
- Molecular Interactions
Background:
- Symmetry breaking is crucial for phenomena like homochiral life and enantioselective drug synthesis.
- Understanding the mechanisms of chirality transfer is essential in chemistry and materials science.
Purpose of the Study:
- To develop and demonstrate a method for inducing and measuring symmetry breaking at the single-molecule level.
- To investigate the relationship between scanning probe tip chirality and enantiomeric excess.
- To provide a reproducible system for quantifying chirality transfer.
Main Methods:
- Utilizing scanning tunneling microscopy (STM) for in situ, single-molecule measurements.
- Applying electrical excitation to prochiral molecules adsorbed on an achiral surface.
- Correlating enantiomeric excess with the intrinsic chirality of STM tips.
Main Results:
- Achieved significant enantiomeric excesses (up to 39%) in the chiral adsorbed state of molecules.
- Demonstrated that symmetry breaking is influenced by the chirality of the scanning probe tip.
- Observed height differences between single-molecule enantiomers, correlating with tip chirality.
Conclusions:
- Electrical excitation can induce measurable symmetry breaking and chirality transfer in prochiral molecules.
- STM tips possess intrinsic chirality that influences the degree of symmetry breaking.
- This work offers a novel, quantitative method for studying chirality transfer mechanisms.

