Issue 11, 2023

Hydroxylation of organoborons via uranyl photocatalysis

Abstract

Aerobic oxidation of organoboron, via uranyl photocatalysis using the principle of indirect single electron transfer (i-SET), was established under mild ambient conditions, and afforded multifarious phenols and alcohols, including nine natural products/pharmaceuticals. The i-SET process between the uranyl catalyst and triethylamine (Et3N), rather than through direct oxygen molecules (O2), was determined through UV–visible absorption experiments, Stern–Volmer analysis, and density functional theory calculations. 18O labeling experiments showed unambiguously that the oxygen was derived from O2. The hundred-fold efficiency of a flow operation further demonstrated the potential for scaling up the application.

Graphical abstract: Hydroxylation of organoborons via uranyl photocatalysis

Supplementary files

Article information

Article type
Research Article
Submitted
01 4月 2023
Accepted
15 4月 2023
First published
19 4月 2023

Org. Chem. Front., 2023,10, 2688-2694

Hydroxylation of organoborons via uranyl photocatalysis

Y. Jia, J. Meng, D. Hu, H. Kang and X. Jiang, Org. Chem. Front., 2023, 10, 2688 DOI: 10.1039/D3QO00468F

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