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Electrochemistry

Introduction

An introduction dealing with electrochemistry is currently under construction and will be published soon. This introduction will feature the basics of electrochemistry, equipment, calculations and some interesting reactions.


Recent Literature

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A Mn-catalyzed electrochemical dichlorination of alkenes with MgCl2 as the chlorine source provides an operationally simple, sustainable, and efficient access to a variety of vicinally dichlorinated compounds. In particular, alkenes with oxidatively labile functional groups, such as alcohols, aldehydes, sulfides, and amines, were transformed into the desired vicinal dichlorides with high chemoselectivity.
N. Fu, G. S. Sauer, S. Lin, J. Am. Chem. Soc., 2017, 139, 15548-15553.


An electrochemical oxidative N-S bond cleavage of aromatic sulfonylhydrazides, followed by cross-coupling reaction with cinnamic acids enable a stereoselective synthesis of (E)-vinyl sulfones in good yields with wide substrate scope under metal-free and halogen-free conditions.
Y. Zhao, Y.-L. Lai, K.-S. Du, D.-Z. Lin, J.-M. Huang, J. Org. Chem., 2017, 82, 9655-9661.


Electrochemistry enables smooth Zn-mediated allylic alkylations in aqueous media under air in the presence of a Pd catalyst between a full range of alkyl halides (primary, secondary, and tertiary) and substituted allylic halides.
Y.-L. Lai, J.-M. Huang, Org. Lett., 2017, 19, 2022-2025.


An electrocatalytic oxidation enables the construction of various (E)-vinyl sulfones directly from cinnamic acids and sodium sulfinates with high regioselectivity at room temperature via a sulfonyl radical intermediate.
P. Qian, M. Bi, J. Su, Z. Zha, Z. Wang, J. Org. Chem., 2016, 81, 4876-4882.


A thiazolium precatalyst facilitates electrochemical oxidation of thiolate anions, leading to deleterious formation of disulfide byproducts. For the reaction of a broad range of aldehyde and thiol substrates, thioesters were obtained in very good yields . This approach provides an atom-efficient thioesterification that circumvents the need for stoichiometric exogenous oxidants, high cell potentials, or redox mediators.
K. A. Ogawa, A. J. Boydston, Org. Lett., 2014, 16, 1928-1931.


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Electrochemistry ( URL: https://www.organic-chemistry.org/topics/electrochemistry.shtm )