Viewing and inducing symmetry breaking at the single-molecule limit.

Abstract:

:Symmetry breaking by photons, electrons, and molecular interactions lies at the heart of many important problems as varied as the origin of homochiral life to enantioselective drug production. Herein we report a system in which symmetry breaking can be induced and measured in situ at the single-molecule level using scanning tunneling microscopy. We demonstrate that electrical excitation of a prochiral molecule on an achiral surface produces large enantiomeric excesses in the chiral adsorbed state of up to 39%. The degree of symmetry breaking was monitored as a function of scanning probe tip state, and the results revealed that enantiomeric excesses are correlated with the intrinsic chirality in scanning probe tips themselves, as evidenced by height differences between single molecule enantiomers. While this work has consequences for the study of two-dimensional chirality, more importantly, it offers a new method for interrogating the coupling of photons, electrons, and combinations of physical fields to achiral starting systems in a reproducible manner. This will allow the mechanism of chirality transfer to be studied in a system in which enantiomeric excesses are quantified accurately by counting individual molecules.

journal_name

Chirality

journal_title

Chirality

authors

Tierney HL,Jewell AD,Baber AE,Iski EV,Sykes EC

doi

10.1002/chir.22096

subject

Has Abstract

pub_date

2012-12-01 00:00:00

pages

1051-4

issue

12

eissn

0899-0042

issn

1520-636X

journal_volume

24

pub_type

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