Hao Luo, Zhongye Huang, Yongning Lai, Yongjie Jiang, Taoyong Wang and KaKing Yan
{"title":"Biasing mechanistically distinct reaction pathways by mechanochemistry","authors":"Hao Luo, Zhongye Huang, Yongning Lai, Yongjie Jiang, Taoyong Wang and KaKing Yan","doi":"10.1039/D5MR00104H","DOIUrl":null,"url":null,"abstract":"<p >Due to the solvent-free nature of the mechanochemical approach, it offers an opportunity to drive reactions with different selectivities from those under conventional solution-based conditions. Nevertheless, literature examples of pathway switching remain scarce. Herein, we report an unusual example where ball-milling offers three distinct pathways leading to three different products. By simply adjusting the amount of liquid additive, arene C–H functionalization can be biased between bromination and oxidation <em>via</em> either radical (Br˙) or ionic (Br<small><sup>+</sup></small>) intermediates, respectively.</p>","PeriodicalId":101140,"journal":{"name":"RSC Mechanochemistry","volume":" 2","pages":" 195-200"},"PeriodicalIF":3.3000,"publicationDate":"2025-11-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2026/mr/d5mr00104h?page=search","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"RSC Mechanochemistry","FirstCategoryId":"1085","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2026/mr/d5mr00104h","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
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Abstract
Due to the solvent-free nature of the mechanochemical approach, it offers an opportunity to drive reactions with different selectivities from those under conventional solution-based conditions. Nevertheless, literature examples of pathway switching remain scarce. Herein, we report an unusual example where ball-milling offers three distinct pathways leading to three different products. By simply adjusting the amount of liquid additive, arene C–H functionalization can be biased between bromination and oxidation via either radical (Br˙) or ionic (Br+) intermediates, respectively.
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