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 2023
Accepted
15 4 2023
First published
19 4 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements