Converting 1,1‐Bisborylalkanes into 1,2‐Bisborylalkanes Enabled by Iron Ligand‐to‐Metal Charge Transfer (LMCT) Photocatalysis

We report herein a strategy to convert 1,1-bisborylalkanes into 1,2-bisborylalkanes through iron ligand-to-metal charge transfer (LMCT) photocatalysis. Under the optimized conditions, 1,1-bisborylalkanes undergo hydrogen atom abstraction to generate an initial radical intermediate. Subsequent radical-induced 1,2-boryl group migration furnishes an open-shell species that is more stable thermodynamically. The resulting carbon-centered radical can be intercepted by electron-deficient alkenes, affording a range of synthetically useful 1,2-bisborylalkanes.

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Publication Details

Journal
Angewandte Chemie International Edition
Published
2026-04-14
DOI
https://doi.org/10.1002/anie.202524873
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Converting 1,1‐Bisborylalkanes into 1,2‐Bisborylalkanes Enabled by Iron Ligand‐to‐Metal Charge Transfer (LMCT) Photocatalysis

Diego Troya, Carla Slebodnick, M Li, Zheye Zhang et al.
Angewandte Chemie International Edition
Organoboron and organosilicon chemistry
article

Converting 1,1‐Bisborylalkanes into 1,2‐Bisborylalkanes Enabled by Iron Ligand‐to‐Metal Charge Transfer (LMCT) Photocatalysis

Diego Troya, Carla Slebodnick, M Li, Zheye Zhang, Ming Chen, George Z. Chen
article en

Abstract

We report herein a strategy to convert 1,1-bisborylalkanes into 1,2-bisborylalkanes through iron ligand-to-metal charge transfer (LMCT) photocatalysis. Under the optimized conditions, 1,1-bisborylalkanes undergo hydrogen atom abstraction to generate an initial radical intermediate. Subsequent radical-induced 1,2-boryl group migration furnishes an open-shell species that is more stable thermodynamically. The resulting carbon-centered radical can be intercepted by electron-deficient alkenes, affording a range of synthetically useful 1,2-bisborylalkanes.

Angewandte Chemie International Edition
Virginia Tech (US)
National Science Foundation, National Institutes of Health
Openalex Percentile: Top 19%
Organoboron and organosilicon chemistry
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