Chlorine Radical Mediated Deprotection of Aryl Ethers via Photocatalyzed Ligand‐to‐Metal Charge Transfer
Honghao ChenSchool of Chemistry and Chemical Engineering Qilu University of Technology (Shandong Academy of Sciences) 3501 Daxue Road, Changqing District Jinan 250353 ChinaYuhao WangShandong Academy of SciencesFeixiang YaoSchool of Chemistry and Chemical Engineering Qilu University of Technology (Shandong Academy of Sciences) 3501 Daxue Road, Changqing District Jinan 250353 ChinaDongya FanYuncheng Chemical Industry Park Management Service Center Heze 274700 ChinaJianbin ChenDepartment Chemistry and Chemical Engineering College Xinjiang Agricultural University Urumqi 830052 ChinaShuangshuang YuYuncheng RISUN Energy Co., Ltd. Heze 274700 ChinaYan TianSchool of Chemistry and Chemical Engineering Qilu University of Technology (Shandong Academy of Sciences) 3501 Daxue Road, Changqing District Jinan 250353 ChinaYongli DuSchool of Chemistry and Chemical Engineering Qilu University of Technology (Shandong Academy of Sciences) 3501 Daxue Road, Changqing District Jinan 250353 ChinaYuehui LiSmart College of Energy Shanghai Jiao Tong University No. 800 Dongchuan Road Shanghai 200240 ChinaMinghui YuJinan Wanxingda New Material Technology Co., Ltd. Jinan 250100 ChinaLi MaSchool of Chemistry and Chemical Engineering Qilu University of Technology (Shandong Academy of Sciences) 3501 Daxue Road, Changqing District Jinan 250353 ChinaXiande SunZunqi LiuDepartment Chemistry and Chemical Engineering College Xinjiang Agricultural University Urumqi 830052 ChinaAziz B. IbragimovInstitute of General and Inorganic Chemistry of Uzbekistan Academy of Sciences M.Ulugbek Str., 77A Tashkent 700170 UzbekistanSiyuan LiuSchool of Chemistry and Chemical Engineering Qilu University of Technology (Shandong Academy of Sciences) 3501 Daxue Road, Changqing District Jinan 250353 China
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Abstract A photochemical FeCl 3 ‐catalyzed the C( sp 3 )‐H activation of aryl ethers was achieved via hydrogen atom abstraction strategy of chlorine radicals. Followed by the tandem hydrolysis, the aryl ethers were converted into the corresponding phenol products (28 examples). Compared with traditional reductive deprotection methods for aryl ethers, such as Pd/C, Mg/alcohol system and so forth, our strategy features mild reaction conditions, atom economy, and wide functional group compatibility. In addition, several control experiments were conducted to investigate the reasonable mechanism.
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