4.7 Article

Nickel-Catalyzed Defluorinative Reductive Cross-Coupling Reaction of gem-Difluoroalkenes with Thiosulfonate or Selenium Sulfonate

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 18, 页码 11542-11552

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01387

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资金

  1. National Natural Science Foundation of China [21772137, 21542015, 21672157]
  2. project of scientific and technologic infrastructure of Suzhou [SZS201708]
  3. Major Basic Research Project of the Natural Science Foundation of the Jiangsu Higher Education Institutions, Soochow University [16KJA150002]

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A nickel-catalyzed defluorinative reductive cross-coupling of gem-difluoroalkenes with thiosulfonate or selenosulfonates is described. The reaction involves the formation of thiolated or selenylated monofluoroolefins via regioselective C-F bond cleavage and C-S or C-Se bond formation and features easily available substrates, mild reaction conditions, and high E-selectivity. One of the derivatives by further cross coupling with PhMgBr exhibited an aggregation-induced emission enhancement effect.

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