Atomically Precise Engineering of Single‐Molecule Stereoelectronic Effect
- 2 March 2021
- journal article
- research article
- Published by Wiley in Angewandte Chemie
- Vol. 60 (22), 12274-12278
- https://doi.org/10.1002/anie.202100168
Abstract
Charge transport in a single‐molecule junction is extraordinarily sensitive to both the internal electronic structure of molecule and its microscopic environment. Two distinct conductance states of a prototype terphenyl molecule are observed, corresponding to the bistability of outer phenyl rings at each end. An azobenzene unit is intentionally introduced through atomically precise side‐functionalization at the central ring of the terphenyl, which is reversibly isomerized between trans and cis forms by either electric or optical stimuli. Both experiment and theory demonstrate that the azobenzene side‐group delicately modulates charge transport in the backbone via single‐molecule stereoelectronic effect. We reveal that the dihedral angle between the central and outer phenyl ring, as well as the corresponding rotation barrier, is subtly controlled by isomerization, while the behaviors of the phenyl ring away from the azobenzene are hardly affected. This tunability offers a new route to precisely engineer multiconfigurational single‐molecule memories, switches, and sensors.This publication has 44 references indexed in Scilit:
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