Mechanochemical Radical Transformations in Organic Synthesis DOI

Jon Sperry,

Sahra Sheikhaleslami

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 22, 2024

Abstract Organic synthesis has historically relied on solution‐phase, polar transformations to forge new bonds. However, this paradigm is evolving, propelled by the rapid evolution of radical chemistry. Additionally, organic witnessing a simultaneous resurgence in mechanochemistry, formation bonds solid‐state, further contributing shift status quo. The aforementioned advances chemistry have predominantly occurred solution phase, while majority mechanochemical feature transformations. Herein, we discuss rapidly advancing area synthesis: reactions. Solid‐state reactions offer improved green metrics, better reaction outcomes, and access intermediates products that are difficult or impossible reach solution. This review explores these context small molecule synthesis, from early findings current state‐of‐the‐art, underscoring pivotal role solid‐state likely play sustainable chemical synthesis.

Language: Английский

In situ Mechanical Foaming of Hierarchical Porous MoC for Assembling Ultra‐light, Self‐cleaning, Heat‐insulation, Flame‐retardant, and Infrared‐stealth Device DOI Open Access
Ya-Nan Zhang,

Yuanyuan Tian,

Nuo Xu

et al.

Advanced Functional Materials, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 10, 2024

Abstract Molybdenum carbide (MoC) integrated into a carbon matrix, known for its robust interfacial polarization, emerges as promising ultra‐lightweight EM wave absorber. However, the fabrication of such materials remains formidable challenge. Herein, facile and scalable strategy preparing MoC‐incorporated matrix employing ZnMo‐HZIF foam material through ball‐milling foaming calcination process electromagnetic (EWAMs). In detail, 3D structure reaches impedance matching, heterogeneous interfaces N‐doped (MoC/NC) promote dipolar/interfacial confirmed by hologram. Mo defects induced charge transfers, displaying an enhanced polarization. At 15 wt.%, minimum reflection loss obtained sample at 2.5 mm −47.56 dB, effective absorption bandwidth spans 4.40 GHz, nearly covering full X band. Additionally, assembly device testing demonstrates their excellent self‐cleaning, heat‐insulation, flame retardancy, infrared stealth properties. This work presents new perspective on synergistic effect components performance provides approach lightweight high‐performance MOF‐based absorbing materials.

Language: Английский

Citations

11

Mechanochemical Synthesis of α‐halo Alkylboronic Esters DOI Creative Commons

Yunyi Zhao,

Zekun Yang, Xin Wang

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(33)

Published: July 3, 2024

α-halo alkylboronic esters, acting as ambiphilic synthons, play a pivotal role versatile intermediates in fields like pharmaceutical science and organic chemistry. The sequential transformation of carbon-boron carbon-halogen bonds into broad range carbon-X allows for programmable bond formation, facilitating the incorporation multiple substituents at single position streamlining synthesis complex molecules. Nevertheless, synthetic potential these compounds is constrained by limited reaction patterns. Additionally, conventional methods often necessitate use bulk toxic solvents, exhibit sensitivity to air/moisture, rely on expensive metal catalysts, involve extended times. In this report, ball milling technique introduced that overcomes limitations, enabling external catalyst-free multicomponent coupling aryl diazonium salts, alkenes, simple halides. This approach offers general straightforward method obtaining diverse array thereby paving way extensive utilization synthons fine chemicals.

Language: Английский

Citations

6

Mechanochemical Fluorination of Unactivated Tertiary Alkyl Chlorides DOI

Jijin Wang,

Xueyan Yang, Peng Cheng

et al.

Green Chemistry, Journal Year: 2025, Volume and Issue: 27(8), P. 2197 - 2202

Published: Jan. 1, 2025

We present the first catalyst-free fluorination of unactivated tertiary alkyl halides via ball milling. This method offers short reaction times, minimal solvent usage, and is applicable to synthesis key intermediates for ledipasvir.

Language: Английский

Citations

0

Synthesis of α-Chloroboronic Esters via Photoredox-Catalyzed Chloro-Alkoxycarbonylation of Vinyl Boronic Esters DOI
Wen‐Duo Li, Nana Wei, Nan Feng

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 9, 2025

α-Chloroboronic esters are a class of stable multifunctional molecules that show unique applications in pharmaceutical science and organic chemistry. Despite their apparent utility, the synthetic methods these compounds remain limited. Herein, novel strategy for efficient synthesis α-chloroboronic is developed via photoredox-catalyzed chloro-alkoxycarbonylation vinyl boronic esters. This features advantages high atom economy, environmental friendliness, excellent functional group compatibility was verified by cross-coupling variety free alcohols, oxalyl chlorides, Control experiments mechanistic studies indicate alkoxycarbonyl radical α-boryl carbocation key intermediates this transformation.

Language: Английский

Citations

0

Chemoselective Csp2‐H Radical Alkylation of Aryl Diazonium Salts with 1‐Iodo‐3‐Pentafluorosulfanylbicyclo[1,1,1]pentane (SF5BCP‐I) DOI Open Access
Xin Zhao, Xinyu Li,

Jia‐Yi Shou

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

Comprehensive Summary The reaction site of aryl diazonium salt was restricted in the position moiety, due to intrinsic electrophilicity moiety. Herein, we described an unprecedented chemoselective alkylation Csp 2 ‐H salts with 1‐iodo‐3‐pentafluorosulfanylbicyclo[1,1,1]pentane (SF 5 ‐BCP‐I). This novel provided efficient access various SF ‐BCP substituted aromatics that might have great potential application drug discovery. Mechanistic experiments and theoretical studies revealed electrophilic radical resulted thermodynamic favorable addition on rather than moiety salt.

Language: Английский

Citations

0

Mechanochemical Radical Transformations in Organic Synthesis DOI

Jon Sperry,

Sahra Sheikhaleslami

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 22, 2024

Abstract Organic synthesis has historically relied on solution‐phase, polar transformations to forge new bonds. However, this paradigm is evolving, propelled by the rapid evolution of radical chemistry. Additionally, organic witnessing a simultaneous resurgence in mechanochemistry, formation bonds solid‐state, further contributing shift status quo. The aforementioned advances chemistry have predominantly occurred solution phase, while majority mechanochemical feature transformations. Herein, we discuss rapidly advancing area synthesis: reactions. Solid‐state reactions offer improved green metrics, better reaction outcomes, and access intermediates products that are difficult or impossible reach solution. This review explores these context small molecule synthesis, from early findings current state‐of‐the‐art, underscoring pivotal role solid‐state likely play sustainable chemical synthesis.

Language: Английский

Citations

1