Elucidating solvent effects on the stability of phenoxyl radicals in monohydric alcohols via electron paramagnetic resonance

IF 9.1 Q1 ENGINEERING, CHEMICAL

Green Chemical Engineering Pub Date : 2023-12-26 DOI:10.1016/j.gce.2023.12.003

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Abstract

Research on solvent effects is an important and long-standing topic, but there still is some room, especially for the special solvent effect of fluoroalcohols. In this work, we investigated the stability of phenoxyl radical in monohydric alcohol solvents through in-situ electron paramagnetic resonance detections. The decay behavior of phenoxyl radical showed a reasonable relationship with the mesoscopic structure of alcohols, characterized by small- and wide-angle X-ray scattering. Moreover, the distinct solvent effects of fluoroalcohols were emphasized, and the significant influence of van der Waals distance in the solvents was suggested. Overall, the stability of phenoxyl radical in alcohols was quantified and correlated with the solvent structures. We believe that the established method for stability study on radicals will encourage solvent effect studies on various organic reactions, and the proposed solvent effects in fluoroalcohols may inspire the development of green solvents in both industrial conversions and organic synthesis.

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通过电子顺磁共振阐明溶剂对一元醇中苯氧自由基稳定性的影响

溶剂效应研究是一个重要而长期的课题，但仍有一定的研究空间，尤其是对氟醇的特殊溶剂效应的研究。在这项工作中，我们通过原位电子顺磁共振检测研究了苯氧自由基在一元醇溶剂中的稳定性。根据小角和广角 X 射线散射的特征，苯氧自由基的衰减行为与醇的中观结构有合理的关系。此外，研究还强调了氟醇的独特溶剂效应，并认为溶剂中的范德华距离具有重要影响。总之，苯氧自由基在醇中的稳定性得到了量化，并与溶剂结构相关联。我们相信，所建立的自由基稳定性研究方法将鼓励对各种有机反应进行溶剂效应研究，而所提出的氟醇中的溶剂效应可能会对工业转化和有机合成中绿色溶剂的开发有所启发。

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

Green Chemical Engineering Process Chemistry and Technology, Catalysis, Filtration and Separation

CiteScore

11.60

自引率

0.00%

发文量

审稿时长

51 days