4.6 Article

Photochemical Sandmeyer-type Halogenation of Arenediazonium Salts

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CHEMISTRY-A EUROPEAN JOURNAL
卷 28, 期 9, 页码 -

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202103669

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资金

  1. Deutsche Forschungsgemeinschaft (DFG, German Research Foundation) under Germany's Excellence Strategy [EXC-2033-390677874 - RESOLV, SFB TRR88]
  2. BMBF
  3. state of NRW (Center of Solvation Science ZEMOS)
  4. Fonds der chemischen Industrie FCI
  5. Projekt DEAL

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This study explores the application of Trihalide salts in photochemical dediazotizing halogenations, revealing that high yields and outstanding selectivities for halogenation can be achieved without the need for metal catalysts. In addition, convenient protocols are disclosed for the brominations, iodinations, and chlorinations of diverse functionalized derivatives.
Trihalide salts were found to efficiently promote photochemical dediazotizing halogenations of diazonium salts. In contrast to classical Sandmeyer reactions, no metal catalysts are required to achieve high yields and outstanding selectivities for halogenation over competing hydridodediazotization. Convenient protocols are disclosed for synthetically meaningful brominations, iodinations, and chlorinations of diversely functionalized derivatives.

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