Mechanochemical Activation of Aryl Diazonium Salts: Synthesis of Polycyclic (Hetero)Aromatics DOI
Pan Gao,

Xinyin Wu,

Duo Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12197 - 12203

Published: Aug. 20, 2024

Although the synthesis of polycyclic (hetero)aromatics via [4 + 2] benzannulation process has been thoroughly explored, restricted availability energy sources (including thermal, light, and electrical energy) mandates utilization substantial quantities organic solvents, inevitably leading to environmental pollution, resource wastage, low reaction efficiency. Herein, we report a new method for from diazonium salts alkynes under ball-milling conditions. This mechanochemical approach requires only substoichiometric amounts DMSO as liquid-assisted grinding additive furnishes desired product in short time.

Language: Английский

Advancements and opportunities in piezo-(photo)catalytic synthesis of value-added chemicals DOI Creative Commons
Weiliang Qi, Yaping Fu,

Enbo Liu

et al.

EES Catalysis, Journal Year: 2024, Volume and Issue: 2(4), P. 884 - 910

Published: Jan. 1, 2024

Achieving value-added transformation of chemicals through green catalytic technology can simultaneously meet the market and environmental protection. This article reviews recent advances in synthesizing using piezo-(photo)catalytic technologies.

Language: Английский

Citations

12
Discovery of molecular ferroelectric catalytic annulation for quinolines DOI Creative Commons

Jun‐Chao Qi,

Hang Peng,

Zhe‐Kun Xu

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: Aug. 7, 2024

Ferroelectrics as emerging and attractive catalysts have shown tremendous potential for applications including wastewater treatment, hydrogen production, nitrogen fixation, organic synthesis, etc. In this study, we demonstrate that molecular ferroelectric crystal TMCM-CdCl3 (TMCM = trimethylchloromethylammonium) with multiaxial ferroelectricity superior piezoelectricity has an effective catalytic activity on the direct construction of pharmacologically important substituted quinoline derivatives via one-pot [3 + 2 1] annulation anilines terminal alkynes by using N,N-dimethylformamide (DMF) carbon source. The recrystallized crystals from DMF remain well piezoelectricity. Upon ultrasonic condition, periodic changes in polarization contribute to release free charges surface domains nano size, which then quickly interacts substrates solution trigger pivotal redox process. Our work advances a route not only providing valuable direction ferroelectrics but also further enriching executable range catalysis. Molecular possess switchable spontaneous polarization. Here, authors show demonstrates evident effects synthesis quinolines.

Language: Английский

Citations

9
Spontaneous polarization halide perovskite piezo-photocatalysis for highly efficient photocatalytic hydrogen evolution DOI

Zining Zhou,

Yawen Yang,

Peng Cao

et al.

Journal of Colloid and Interface Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Language: Английский

Citations

1
Mechanochemical Vicinal Dibromination of Unactivated Alkenes and Alkynes Using Piezoelectric Material as a Redox Catalyst DOI

Fengzhi You,

Xuemei Zhang, Xiaohong Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(20), P. 4240 - 4245

Published: May 14, 2024

Mechanoredox chemistry is a rapidly evolving field at the intersection of mechanical forces and chemical reactions. Herein, we have reported vicinal dibromination unsaturated hydrocarbons using piezoelectric material (Li2TiO3) as redox catalyst. Furthermore, reaction can be efficiently scaled up to 10 mmol performed under an air atmosphere room temperature without solvents or external reductants, Li2TiO3 reused multiple times structural change.

Language: Английский

Citations

6
Mechanochemistry Drives Alkene Difunctionalization via Radical Ligand Transfer and Electron Catalysis DOI Creative Commons
Subrata Patra,

Bhargav N. Nandasana,

Vasiliki Valsamidou

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(29)

Published: June 3, 2024

Abstract A general and modular protocol is reported for olefin difunctionalization through mechanochemistry, facilitated by cooperative radical ligand transfer (RLT) electron catalysis. Utilizing mechanochemical force catalytic amounts of 2,2,6,6‐tetramethylpiperidinyloxyl (TEMPO), ferric nitrate can leverage nitryl radicals, nitrooxy‐functional group via RLT, mediate an catalysis cycle under room temperature. diverse range activated unactivated alkenes exhibited chemo‐ regioselective 1,2‐nitronitrooxylation solvent‐free or solvent‐less conditions, showcasing excellent functional tolerance. Mechanistic studies indicated a significant impact mechanochemistry highlighted the nature this nitrative process.

Language: Английский

Citations

6
Nickel-catalyzed cross-coupling aminations via high-throughput mechanochemistry enabled by resonant acoustic mixing DOI Creative Commons
Alice Nanni,

Deshen Kong,

Chen Zhu

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(14), P. 8341 - 8347

Published: Jan. 1, 2024

Resonant Acoustic Mixing (RAM) allows High Throughput Experimentation (HTE) using commercially available 96-well plates as exemplified by the nickel catalyzed C–N cross coupling of aryl halides with different amine and anilines.

Language: Английский

Citations

6
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
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
A Review on Piezoelectric-mediated Mechanoredox Reactions by Ball Milling in Organic Synthesis DOI
Shan Jiang, Miao Wang

Current Organic Chemistry, Journal Year: 2024, Volume and Issue: 28(12), P. 905 - 913

Published: May 6, 2024

Abstract: Recently, the concept of mechanoredox chemistry has been proposed and welldeveloped in organic synthesis. Mechanoredox is conceptually similar to a photocatalyst reaction system, where piezoelectric materials are introduced system manner analogous photoredox catalysis. These reactions feature ability generate high-value radicals that do not require harsh conditions anhydrous anaerobic conditions, an expensive photocatalyst, use solvents, which renders these transformations highly industrially applicable. In addition, also emerging interdisciplinary research field combines material with synthetic create more useful reactions. This review provides comprehensive summary progress date specific transformation related mechanisms piezoelectric- mediated by ball milling

Language: Английский

Citations

4
Redox Reactions of Organic Molecules Using Rotating Magnetic Field and Metal Rods DOI
Haodong Liu,

Xuliang Han,

Xiaomei Feng

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(26), P. 18143 - 18150

Published: June 25, 2024

In recent years, redox reactions have harnessed light or mechanical energy to enable the formation of chemical bonds. We postulated a complementary approach that electromagnetic induction could promote reaction organic molecules using rotating magnetic field and metal rods. Here, we report electromotive force activates redox-active trifluoromethylating reagents. This magnetoredox system can be applied trifluoromethylation heteroarenes with high regioselectivity hydrotrifluoromethylation alkenes without need for catalysts additives.

Language: Английский

Citations

4