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Electro-inductive effect: Electrodes as functional groups with tunable electronic properties.

Authors :
Heo J
Ahn H
Won J
Son JG
Shon HK
Lee TG
Han SW
Baik MH
Source :
Science (New York, N.Y.) [Science] 2020 Oct 09; Vol. 370 (6513), pp. 214-219.
Publication Year :
2020

Abstract

In place of functional groups that impose different inductive effects, we immobilize molecules carrying thiol groups on a gold electrode. By applying different voltages, the properties of the immobilized molecules can be tuned. The base-catalyzed saponification of benzoic esters is fully inhibited by applying a mildly negative voltage of -0.25 volt versus open circuit potential. Furthermore, the rate of a Suzuki-Miyaura cross-coupling reaction can be changed by applying a voltage when the arylhalide substrate is immobilized on a gold electrode. Finally, a two-step carboxylic acid amidation is shown to benefit from a switch in applied voltage between addition of a carbodiimide coupling reagent and introduction of the amine.<br /> (Copyright © 2020 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works.)

Details

Language :
English
ISSN :
1095-9203
Volume :
370
Issue :
6513
Database :
MEDLINE
Journal :
Science (New York, N.Y.)
Publication Type :
Academic Journal
Accession number :
33033217
Full Text :
https://doi.org/10.1126/science.abb6375