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Updated: Jan 24, 2026

The Effect of Interfacial Chemical Bonding in TiO2-SiO2 Composites on Their Photocatalytic NOx Abatement Performance
Published on: July 4, 2017
Photocatalytic α-Selective σ-Bond Hydroboration of Bicyclo[1.1.0]butanes
Mingjun Yi1, Xiaoyu Wu1, Jianwei Wu1
1Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, State Key Laboratory of Synergistic Chem-Bio Synthesis, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China.
Abstract:
Cyclobutylboranes are important synthetic precursors for introducing strained cyclobutyl groups, yet their efficient synthesis remains a significant challenge. The recent development in photochemistry concerning bicyclo[1.1.0]butanes (BCBs, which are highly reactive radical acceptors) offers a direct route to access these motifs using boryl radicals. Herein, we report an effective and mild photomediated borylation of BCBs with high regioselectivity, enabling the synthesis of a series of cyclobutylborane compounds bearing diverse substituents. Comprehensive mechanistic studies provide strong evidence of a radical process involving hydrogen atom transfer (HAT).
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Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.