Metal‐Free C‐X Functionalization in Solid‐State via Photochemistry in Ball Mills DOI Creative Commons
Carolina Spula,

Valentin Becker,

Gregor Talajić

et al.

ChemSusChem, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 15, 2024

We report the first metal- and catalyst-free protocol for facile cross-coupling of aryl halides towards C-B, C-P C-S bonds under solid-state ball milling conditions via UV light irradiation. The reactions can be performed in absence bulk solvents at room temperature a mixer mill, yielding up to 99 % being tolerant various functionalized (X=I or Br). Furthermore, we developed novel photoreactor design increasing intensity. With this could demonstrate that our surpasses classical solvent based as well purely mechanochemical approaches terms green metrics energy efficiency.

Language: Английский

Mechano-photoexcitation for organic synthesis using mechanoluminescent materials as photon sources DOI

Xiaobin Xin,

Jianzhao Geng, Duo Zhang

et al.

Nature Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 14, 2024

Language: Английский

Citations

4

Real‐Time In Situ Raman Monitoring of Photomechanochemical Reactions DOI Open Access
Ivica Cvrtila, Vjekoslav Štrukil, Marija Alešković

et al.

Chemistry - Methods, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 31, 2025

Abstract In its ongoing development, mechanochemistry is becoming equipped with additional energy inputs such as light. this work we demonstrate a proof‐of‐principle setup for real‐time in situ Raman monitoring of photomechanochemical reactions. Using photoisomerization azobenzenes, and photolysis adamantane diazirine model reactions, show that multiple cycles can be performed monitored ball mill, highlight reaction selectivity achieved by photomechanochemistry.

Language: Английский

Citations

0

Manual Grinding and Sunlight Synergistically Promoted Sulfonylation of Alkenyl Sulfonium Salts with Sulfinic Acids DOI
Lihua Yang, Lin Chen, Weijun Yao

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 10, 2025

An environmentally friendly and practical method for the synthesis of various vinyl sulfones was developed through direct sulfonylation alkenyl sulfonium salts with sulfinic acids. The reaction effectively triggered by combined actions milling, sunlight, photocatalysts under solvent-free conditions, offering advantages such as a short time (5-10 min), room temperature, straightforward workup procedure. Preliminary mechanistic studies suggested that sulfonyl radical may be involved in this mechanophotocatalytic transformation process.

Language: Английский

Citations

0

A scalable photo-mechanochemical platform for sustainable photoredox catalysis by resonant acoustic mixing DOI Creative Commons

Deshen Kong,

Yi Liang, Alice Nanni

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: April 28, 2025

Photocatalysis has greatly advanced in organic synthesis but still confronts challenges, including light attenuation reaction media and excessive solvent utilization. These issues lead to inefficiencies, particularly heterogeneous cloudy mixtures scaling-up applications. Integrating photocatalysis with mechanochemistry offers a nascent promising solution these challenges. Herein, we present scalable photo-mechanochemical platform that combines visible-light Resonant Acoustic Mixing (RAM), enabling efficient cross-coupling reactions under solvent-minimised conditions. This approach demonstrates broad substrate tolerance, accommodating variety of aryl (hetero) halides N-, O-, P-, S-nucleophiles. The protocol supports scaling up 300 mmol, representing 1500-fold increase, while maintaining exceptionally low catalyst loading achieving 9800 turnover numbers (TON). generality this is further validated by its applicability other synthetic transformations.

Language: Английский

Citations

0

Visible-light or sunlight photoredox-catalyzed β-selective acylation of alkenes to access α, β-unsaturated ketones DOI

Xun Yang,

Yuxuan Xiao, Ying Yin

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A general method for accessing α,β-unsaturated ketones through visible-light or sunlight photoredox-catalyzed β-selective acylation of alkenes has been developed.

Language: Английский

Citations

0

Photomechanochemistry: harnessing mechanical forces to enhance photochemical reactions DOI Creative Commons
Francesco Mele, Ana Maria Constantin, Andrea Porcheddu

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 458 - 472

Published: March 3, 2025

Photomechanochemistry, i.e., the merger of light energy and mechanical forces, is emerging as a new trend in organic synthesis, enabling unique reactivities fleeting excited states under solvent-minimized conditions. Despite its transformative potential, field faces significant technological challenges that must be addressed to unlock full capabilities. In this Perspective, we analyze selected examples showcase available technologies combine including manual grinding, vortex shaker mixing, rod milling, ball milling. By examining advantages limitations each approach, aim provide an overview current state synthetic photomechanochemistry identify opportunities for future advancements rapidly evolving area research.

Language: Английский

Citations

0

Mechanosynthesis of ruthenium trisbipyridyl complexes and application in photoredox catalysis in a ball-mill DOI Creative Commons
Florian Luttringer, Matthieu Lavayssiere,

Enita Rastoder

et al.

RSC Mechanochemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 8, 2024

Ball-milling allowed the efficient preparation of ruthenium complexes with photoredox properties. With a transparent and chemically resistant milling jar in epoxy resin, photoreductive dehalogenation was realized efficiently solventless manner.

Language: Английский

Citations

1

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

Mechanochemical Deprotection of t-Butoxycarbonyl (Boc) Group Using Basic Alumina DOI

Kaidi Tian,

Tingna Cai,

Zedong Zhu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(38), P. 7811 - 7816

Published: Jan. 1, 2024

A solvent-free, operationally simple, and chemoselective mechanochemical method for

Language: Английский

Citations

0

Strategies for addressing inability to retrieve piezocatalysts and pyrocatalysts DOI

Kaiyu Feng,

Yan Zhang,

Hanyu Gong

et al.

Journal of Central South University, Journal Year: 2024, Volume and Issue: 31(12), P. 4654 - 4678

Published: Dec. 1, 2024

Language: Английский

Citations

0