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PreprintCC BYChemRxiv

Thioethers as alkyl donors in electrochemical C–O and C–N bond forming reactions

  • Malin Lill1,2
  • Caterina Momoli3
  • Valerio Morlacci3
  • Linn Andersson1,2
  • Willy Giaccio3
  • Helena Lundberg1,2
  • Laura Palombi3
  • laura palombi
  1. 1Department of Chemistry
  2. 2KTH Royal Institute of Technology
  3. 3Department of Physical and Chemical Sciences, Università degli Studi dell’Aquila, Via Vetoio, Coppito, Italy, 67100
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Abstract

A catalyst- and fluoride-free electrochemical method for the use of readily available thioethers as alkyl donors in C-O and C-N bond formation to furnish ethers, esters, and N-alkylated products is reported. The protocol exhibits broad functional group tolerance and is compatible with structurally complex substrates. Cyclic voltammetry studies rationalize the distinct behaviour of oxygen and nitrogen nucleophiles and guide the optimization of the electrochemical conditions, enabling the formation of coupled products from starting materials with both matched and mismatched redox potentials.

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Cite

BibTeXRIS
BibTeX
@misc{lill2026thioethers,
  title = {{Thioethers as alkyl donors in electrochemical C–O and C–N bond forming reactions}},
  author = {Malin Lill and Caterina Momoli and Valerio Morlacci and Linn Andersson and Willy Giaccio and Helena Lundberg and Laura Palombi and laura palombi},
  howpublished = {ChemRxiv},
  year = {2026},
  month = oct,
  doi = {10.26434/chemrxiv.15010581/v1},
  url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010581/v1},
  note = {CC BY},
}
RIS
TY  - UNPB
TI  - Thioethers as alkyl donors in electrochemical C–O and C–N bond forming reactions
AU  - Malin Lill
AU  - Caterina Momoli
AU  - Valerio Morlacci
AU  - Linn Andersson
AU  - Willy Giaccio
AU  - Helena Lundberg
AU  - Laura Palombi
AU  - laura palombi
PY  - 2026
DA  - 2026/10/16
PB  - ChemRxiv
DO  - 10.26434/chemrxiv.15010581/v1
UR  - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010581/v1
AB  - A catalyst- and fluoride-free electrochemical method for the use of readily available thioethers as alkyl donors in C-O and C-N bond formation to furnish ethers, esters, and N-alkylated products is reported. The protocol exhibits broad functional group tolerance and is compatible with structurally complex substrates. Cyclic voltammetry studies rationalize the distinct behaviour of oxygen and nitrogen nucleophiles and guide the optimization of the electrochemical conditions, enabling the formation of coupled products from starting materials with both matched and mismatched redox potentials.
ER  -