# Visible-Light-Mediated Ring-Opening Geminal Dibromination of Alkenes via Alkoxy Radicals Enabled by Electron Donor–Acceptor Complex

**Authors:** Rong Wei, Yuan Wang, Juantao Zhang, Chunsheng Wu, Zhenhua Zhang, Duo Zhang

PMC · DOI: 10.3390/molecules29143281 · 2024-07-11

## TL;DR

A new method uses visible light and a special complex to convert alkenes into geminal dibromides through alkoxy radicals and hydroxybromination.

## Contribution

A visible-light-mediated ring-opening geminal dibromination of alkenes via alkoxy radicals is introduced.

## Key findings

- An electron donor–acceptor complex generates alkoxy radicals from alcohols under mild visible light conditions.
- The process enables deconstructive functionalization of alkenes to produce geminal dibromides.
- Mechanistic studies suggest hypervalent iodine (III) compounds are intermediates in the reaction.

## Abstract

An electron donor–acceptor complex was utilized to generate alkoxy radicals from alcohols under mild conditions using visible light. This approach was combined with a hydroxybromination process to achieve the deconstructive functionalization of alkenes, leading to the production of geminal dibromides. Mechanistic investigations indicated the intermediacy of hypervalent iodine (III) compounds.

## Linked entities

- **Chemicals:** alkenes (PubChem CID 32932)

## Figures

5 figures with captions in the complete paper: https://tomesphere.com/paper/PMC11278856/full.md

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Source: https://tomesphere.com/paper/PMC11278856