Chiral discrimination is of crucial importance for many applications, including drug cross checking and electronic tongue-type devices. In a typical sensing scheme, an enantiomeric selector is combined with an appropriate transduction mechanism. We propose here a hybrid material composed of an electrically conducting oligomer i.e. oligo-(3,3′-dibenzothiophene) bearing inherently chiral features and polypyrrole as a support, which can undergo electrochemical actuation. The combination of both leads to a freestanding film that is addressable in a wireless way based on the principle of bipolar electrochemistry. The induced redox reactions lead to well-pronounced actuation when DOPA with the right chirality is present in solution as a model analyte, whereas absolutely no electromechanical response is measured for the wrong enantiomer. This constitutes a straightforward and absolute read out of chiral information where the amplitude of actuation is correlated with the concentration of the analyte. Optimization of the scheme results in highly efficient bending and thus opens up new directions in the field of chiral technologies.

Absolute Chiral Recognition with Hybrid Wireless Electrochemical Actuators / S. Arnaboldi, B. Gupta, T. Benincori, G. Bonetti, R. Cirilli, A. Kuhn. - In: ANALYTICAL CHEMISTRY. - ISSN 0003-2700. - 92:14(2020 Jul 21), pp. 10042-10047. [10.1021/acs.analchem.0c01817]

Absolute Chiral Recognition with Hybrid Wireless Electrochemical Actuators

S. Arnaboldi
Primo
;
2020

Abstract

Chiral discrimination is of crucial importance for many applications, including drug cross checking and electronic tongue-type devices. In a typical sensing scheme, an enantiomeric selector is combined with an appropriate transduction mechanism. We propose here a hybrid material composed of an electrically conducting oligomer i.e. oligo-(3,3′-dibenzothiophene) bearing inherently chiral features and polypyrrole as a support, which can undergo electrochemical actuation. The combination of both leads to a freestanding film that is addressable in a wireless way based on the principle of bipolar electrochemistry. The induced redox reactions lead to well-pronounced actuation when DOPA with the right chirality is present in solution as a model analyte, whereas absolutely no electromechanical response is measured for the wrong enantiomer. This constitutes a straightforward and absolute read out of chiral information where the amplitude of actuation is correlated with the concentration of the analyte. Optimization of the scheme results in highly efficient bending and thus opens up new directions in the field of chiral technologies.
Settore CHIM/01 - Chimica Analitica
21-lug-2020
19-giu-2020
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/767066
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