Thioethers as Dichotomous Electrophiles for Site‐Selective Silylation via C−S Bond Cleavage DOI
Shuai Chen, Xueying Guo,

Haoran Hou

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(25)

Published: April 18, 2023

The development of aryl alkyl sulfides as dichotomous electrophiles for site-selective silylation via C-S bond cleavage has been achieved. Iron-catalyzed selective C(aryl)-S bonds can occur in the presence β-diketimine ligands, and C(alkyl)-S be achieved by t-BuONa without use transition metals, resulting corresponding silylated products moderate to excellent yields. Mechanistic studies suggest that Fe-Si species may undergo metathesis reactions during bonds, while silyl radicals are involved bonds.

Language: Английский

N -Heterocyclic carbene catalytic 1,2-boron migrative acylation accelerated by photocatalysis DOI Creative Commons
Huang Hua, Zhaoyuan Yu,

Luyao Han

et al.

Science Advances, Journal Year: 2024, Volume and Issue: 10(30)

Published: July 24, 2024

The transformation of organoboron compounds plays an important role in synthetic chemistry, and recent advancements boron-migration reactions have garnered considerable attention. Here, we report unprecedented 1,2-boron migrative acylation upon photocatalysis-facilitated

Language: Английский

Citations

5

Triphasic Hydroxysilylation of Alkenes by Mechanically Piezoelectric Catalysis DOI
Xiaohong Wang, Xuemei Zhang, X. He

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(49)

Published: Aug. 13, 2024

Abstract The 1,2‐hydroxysilylation of alkenes is crucial for synthesizing organosilicon compounds which are key intermediates in material science, pharmaceuticals, and organic synthesis. development strategies employing hydrogen atom transfer pathways currently hindered by the existence various competing reactions. Herein, we reported a novel mechanochemical strategy triphasic through single‐electron‐transfer pathway. Our approach not only circumvents competitive reactions to enable first‐ever unactivated but also pioneers research mechanic force‐induced under ambient conditions. This gentle method offers excellent compatibility with functional groups, operates simple solvent‐free conditions, ensures rapid reaction time. Preliminary mechanistic investigations suggest that silylboronate can be transformed silicon radical highly polarized Li 2 TiO 3 particles oxygen ball‐milling condition.

Language: Английский

Citations

5

Organophotocatalytic silyl transfer of silylboranes enabled by methanol association: a versatile strategy for C–Si bond construction DOI
Yi Wan,

Yumo Zhao,

Jia-Jie Zhu

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 25(1), P. 256 - 263

Published: Dec. 8, 2022

A visible light-induced organophotocatalytic silyl transfer strategy of silylboranes for the construction C–Si bonds has been demonstrated, where methanol association with boron atoms enables photocatalytic generation radicals.

Language: Английский

Citations

19

Manipulating D–A interaction to achieve stable photoinduced organic radicals in triphenylphosphine crystals DOI Creative Commons

Chunlin Tang,

Lijuan Song, Kang Zhou

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 14(7), P. 1871 - 1877

Published: Jan. 1, 2023

Herein, we realized the quick generation of stable photoinduced radicals in donor–acceptor triarylphosphines with associated color changes emission and absorption, which was deciphered by electron paramagnetic resonance (EPR) spectra.

Language: Английский

Citations

11

Thioethers as Dichotomous Electrophiles for Site‐Selective Silylation via C−S Bond Cleavage DOI
Shuai Chen, Xueying Guo,

Haoran Hou

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(25)

Published: April 18, 2023

The development of aryl alkyl sulfides as dichotomous electrophiles for site-selective silylation via C-S bond cleavage has been achieved. Iron-catalyzed selective C(aryl)-S bonds can occur in the presence β-diketimine ligands, and C(alkyl)-S be achieved by t-BuONa without use transition metals, resulting corresponding silylated products moderate to excellent yields. Mechanistic studies suggest that Fe-Si species may undergo metathesis reactions during bonds, while silyl radicals are involved bonds.

Language: Английский

Citations

11