Synthesis
DOI: 10.1055/a-2508-9744
feature

Aggregation-induced Electrochemical Boranatyldihydroxylation Reaction of Alkenes

Mengfan Li
1   School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China
,
Tengfei Pu
1   School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China
,
Xu Cheng
1   School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China
› Author Affiliations
Supported by: Key Programme 22031008
Supported by: Major Research Plan 22071105,22471125

Electrochemical organic synthesis is typically conducted in a homogenous solution to facilitate mass transfer at the electrode. Therefore, aggregation is unfavorable and unexplored in electrochemical organic synthesis. In this report, we demonstrate the aggregation-induced boranatyldihydroxylation reaction of alkenes in full water media with alkenes and boronic acid as the starting material. The alkene aggregates at the lipophilic anode with the surface tension of the water as the driving force, shielding boronic acid away from the anode. In this well-defined diffusion model, the boranatyldihydroxylation reaction occurs with high conversion, providing unique chemoselectivity.



Publication History

Received: 25 October 2024

Accepted after revision: 30 December 2024

Accepted Manuscript online:
30 December 2024

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