4.3 Article

Hybrid light-emitting devices for the straightforward readout of chiral information

Journal

CHIRALITY
Volume 33, Issue 12, Pages 875-882

Publisher

WILEY
DOI: 10.1002/chir.23370

Keywords

bipolar electrochemistry; chiral recognition; conducting polymers; wireless light emission

Funding

  1. H2020 European Research Council [741251]
  2. European Research Council (ERC) [741251] Funding Source: European Research Council (ERC)

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Bipolar electrochemistry is an attractive transduction concept in analytical chemistry, especially in chiral recognition, using enantioselective oxidation of chiral probes and LED emission to detect the presence of chiral molecules in solution. The concept involves a hybrid polymer-microelectronic device that triggers light emission when the probe with the right chirality is present, demonstrating a linear correlation between light intensity and analyte concentration.
Bipolar electrochemistry has gained increasing attention in recent years as an attractive transduction concept in analytical chemistry in general and, more specifically, in the frame of chiral recognition. Herein, we use this concept of wireless electrochemistry, based on the combination of the enantioselective oxidation of a chiral probe with the emission of light from a light-emitting diode (LED), as an alternative for an easy and straightforward readout of the presence of chiral molecules in solution. A hybrid polymer-microelectronic device was designed, using an inherently chiral oligomer, that is, oligo-(3,3 '-dibenzothiophene) and a polypyrrole strip as the anode and cathode of a miniaturized LED. The wireless induced redox reactions trigger light emission when the probe with the right chirality is present in solution, whereas no light emission is observed for the opposite enantiomer. The average light intensity shows a linear correlation with the analyte concentration, and the concept opens the possibility to quantify the enantiomeric excess in mixtures of the molecular antipodes.

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