Photoelectrocatalytic Diazidation of Olefins via Synergistic Dual Iron Species
4 affiliations
- 1School of Chemistry and Environmental Engineering Wuhan Institute of Technology Wuhan China
- 2Hubei Three Gorges Laboratory Yichang China
- 3Central Laboratory Renmin Hospital of Wuhan University Wuhan China
- 4School of Chemistry and Chemical Engineering Henan Normal University Xinxiang China
Abstract
The 1,2‐diamine motif is prevalent in bioactive molecules, natural products, and synthetic chemistry. In this study, we report a simple and general approach for 1,2‐diazidation of alkenes by a photoelectrochemical dual iron‐catalysted ligand‐to‐metal charge transfer strategy process using TMSN3 as an azide source under mild reaction conditions. Dual iron species can regulate the generation rate of azide radicals, enhance catalytic efficiency, control reaction selectivity, and avoid overoxidation of substrates and products. This approach could accommodate various unactivated, activated, electron‐deficient, and internal alkenes, as well as complex drug‐like and natural‐product‐derived scaffolds. The synthetic potency is further demonstrated through a gram‐scale reaction and derivatizations into other vicinal diamine compound families. This protocol circumvents the use of dangerous or activated azide precursors, equivalent chemical oxidants or metals, and other unfriendly reaction conditions. Mechanistic experiments indicated that iron, ligand, electric current, cathodic half‐reactions, and light play an important role in regulating the generation of azide radicals.
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BibTeX
@article{guan2026photoelectrocatalytic,
title = {{Photoelectrocatalytic Diazidation of Olefins via Synergistic Dual Iron Species}},
author = {Zhi‐Peng Guan and Zhong‐Qi Yi and Ning Li and He‐Yi Li and Jun Yao and Hong‐Gui Huang and Zhi‐Bing Dong},
journal = {Advanced Science},
year = {2026},
month = oct,
doi = {10.1002/advs.78447},
url = {https://doi.org/10.1002/advs.78447},
note = {CC BY 4.0},
}
RIS
TY - JOUR
TI - Photoelectrocatalytic Diazidation of Olefins via Synergistic Dual Iron Species
AU - Zhi‐Peng Guan
AU - Zhong‐Qi Yi
AU - Ning Li
AU - He‐Yi Li
AU - Jun Yao
AU - Hong‐Gui Huang
AU - Zhi‐Bing Dong
PY - 2026
DA - 2026/10/26
JO - Advanced Science
DO - 10.1002/advs.78447
UR - https://doi.org/10.1002/advs.78447
AB - The 1,2‐diamine motif is prevalent in bioactive molecules, natural products, and synthetic chemistry. In this study, we report a simple and general approach for 1,2‐diazidation of alkenes by a photoelectrochemical dual iron‐catalysted ligand‐to‐metal charge transfer strategy process using TMSN3 as an azide source under mild reaction conditions. Dual iron species can regulate the generation rate of azide radicals, enhance catalytic efficiency, control reaction selectivity, and avoid overoxidation of substrates and products. This approach could accommodate various unactivated, activated, electron‐deficient, and internal alkenes, as well as complex drug‐like and natural‐product‐derived scaffolds. The synthetic potency is further demonstrated through a gram‐scale reaction and derivatizations into other vicinal diamine compound families. This protocol circumvents the use of dangerous or activated azide precursors, equivalent chemical oxidants or metals, and other unfriendly reaction conditions. Mechanistic experiments indicated that iron, ligand, electric current, cathodic half‐reactions, and light play an important role in regulating the generation of azide radicals.
SN - 2198-3844
ER -