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Correction: Suppressing carboxylate nucleophilicity with inorganic salts enables selective electrocarboxylation without sacrificial anodes

Nathan Corbin , Deng-Tao Yang , Nikifar Lazouski , Katherine Steinberg and Karthish Manthiram *
Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA. E-mail: karthish@mit.edu

Received 8th September 2021 , Accepted 8th September 2021

First published on 23rd September 2021


Abstract

Correction for ‘Suppressing carboxylate nucleophilicity with inorganic salts enables selective electrocarboxylation without sacrificial anodes’ by Nathan Corbin et al., Chem. Sci., 2021, DOI: 10.1039/D1SC02413B.


We regret that there was a minor error in the structure of the benzyl chloride in Scheme 2, Fig. 2 and the ESI. The structure of the benzyl chloride should be 4-methyl benzyl chloride but was instead given as 3-methyl benzyl. The correct figure and scheme are shown below, and the ESI has been updated.
image file: d1sc90196f-s2.tif
Scheme 2 Substrate scope for the sacrificial-anode-free electrochemical carboxylation of organic halides. aStandard reaction conditions: 100 mM electrolyte, 100 mM substrate, 100 mM MgBr2, silver cathode, platinum anode, 20 sccm CO2, 2.2 mL DMF, −20 mA cm−2 for 3.5 h. TBA-Br was used for chlorinated substrates because bromide oxidizes more readily than chloride, and only a small amount of chloride was replaced by bromide (<1% for the alkyl chloride, ∼4% for the benzylic chloride). Yields are referenced to the initial amount of substrate and were calculated from 1H NMR spectroscopy using either 1,3,5-trimethoxybenzene or ethylene carbonate as internal standards. b−15 mA cm−2 instead of −20 mA cm−2. c150 mM MgBr2 instead of 100 mM MgBr2.

image file: d1sc90196f-f2.tif
Fig. 2 (A) Comparison of acid yields for non-sacrificial-anode and sacrificial-anode carboxylation of various substrates. (B) Ratio of carboxylic acid to nucleophilic side products (ester + carbonate + alcohol) for various systems and substrates. Effect of adding MgBr2 to the sacrificial-anode system on the (C) acid yield and (D) ratio of acid to SN2 side products for benzyl bromide. Acid yields are tabulated in Table S6.† ND: acid not detected (acid-to-SN2 ratio <0.1).

The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers.


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