4.8 Article

Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 23, 页码 7741-7744

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AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b04364

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资金

  1. University of Delaware
  2. National Science Foundation [CAREER CHE-1254360]
  3. Delaware Economic Development Office [16A00384]
  4. Gelest, Inc. (Topper Grant Program)
  5. Research Corp. Cottrell Scholars Program
  6. NIH [NSF CHE0421224, CHE0840401, CHE1229234, CHE1048367, NIH S10 OD016267-01, S10 RR026962-01, P20GM104316, P30GM110758]

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We report the first example of a silyl-Negishi reaction between secondary zinc organometallics and silicon electrophiles. This palladium-catalyzed process provides direct access to alkyl silanes. The delicate balance of steric and electronic parameters of the employed DrewPhos ligand is paramount to suppressing isomerization and promoting efficient and selective cross-coupling.

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