Work

Electrochemical Three‐component Synthesis of Alkenesulfonates from Cinnamic Acids, SO 2 , and Alcohols

Year: 2025

Type: article

Abstract: A novel, electrochemical 3-component reaction for the synthesis of alkyl alkenesulfonates from cinnamic acids, SO2 and alkyl alcohols is reported. This metal-free process employs inexpensive and readily available graphite electrodes in combination with easy-to-use stock solutions of SO2 and enables a straightforward construction of the styrene sulfonate scaffold via a decarboxylative transformation. Mechanistic studies indicate a pseudo-Kolbe type reaction. This novel reaction pathway enables a regioselective synthesis alkenesulfonates from substituted cinnamic acids without double bond translocation. Gram-scale and anolyte reusability experiments demonstrate the applicability of this process for the construction of alkenesulfonates from cinnamic acids as potential biogenic feedstock.

Source: ChemSusChem

DOI: 10.1002/cssc.202500186

Authors: Po‐Chung Chien, Florian A. Breitschaft, Harald Kelm, Siegfried R. Waldvogel, Georg Manolikakes

Institutions: Rheinland-Pfälzische Technische Universität Kaiserslautern-Landau, Max Planck Institute for Chemical Energy Conversion, University of Kaiserslautern

Language: English

Topic: Sulfur-Based Synthesis Techniques

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,550

Funder: Bundesministerium für Bildung und Forschung