Organocatalytic CS2 insertion into epoxides in neat conditions: a straightforward approach for the efficient synthesis of Di- and tri-thiocarbonates.

IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemical Communications Pub Date : 2025-01-03 DOI:10.1039/d4cc05154h
Marcos López-Aguilar, Nicolás Ríos-Lombardía, Miguel Gallegos, Daniel Barrena-Espés, Joaquín García-Álvarez, Carmen Concellón, Vicente Del Amo
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引用次数: 0

Abstract

The straightforward organocatalytic insertion of carbon disulfide (CS2) into epoxides using either choline chloride (ChCl) or tetrabutylammonium chloride (TBACl) is reported, for the first time, under solvent-free (neat) conditions. Fine-tuning of our system allowed us to obtain either dithiocarbonates (DTCs) or trithiocarbonates (TTCs) with high efficiency. Additionally, a mechanistic proposal is presented, supported by experimental evidence, DFT calculations and wavefunction analyses.

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本研究首次报道了在无溶剂(纯净)条件下使用氯化胆碱(ChCl)或四丁基氯化铵(TBACl)将二硫化碳(CS2)直接有机催化插入环氧化物的过程。通过对系统进行微调,我们可以高效地获得二硫代碳酸酯(DTC)或三硫代碳酸酯(TTC)。此外,在实验证据、DFT 计算和波函数分析的支持下,我们还提出了一个机理建议。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Chemical Communications
Chemical Communications 化学-化学综合
CiteScore
8.60
自引率
4.10%
发文量
2705
审稿时长
1.4 months
期刊介绍: ChemComm (Chemical Communications) is renowned as the fastest publisher of articles providing information on new avenues of research, drawn from all the world''s major areas of chemical research.
期刊最新文献
Tailed Molecular Beacon Probes: An Approach for the Detection of Structured DNA and RNA Analytes Organocatalytic CS2 insertion into epoxides in neat conditions: a straightforward approach for the efficient synthesis of Di- and tri-thiocarbonates. Recent advances in the development of enantiopure BODIPYs and some related enantiomeric compounds. Back cover Dinuclear iridium complexes ligated by lithium-ion endohedral fullerene Li+@C60
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