4.8 Article

Nickel, Manganese, Cobalt, and Iron-Catalyzed Deprotonative Arene Dimerization

Journal

ORGANIC LETTERS
Volume 12, Issue 6, Pages 1200-1203

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol902970z

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Funding

  1. Welch Foundation [E-1571]
  2. NIGMS [R01GM077635]
  3. A. P. Sloan Foundation
  4. Camille and Henry Dreyfus Foundation
  5. Norman Hackerman Advanced Research Program

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A number of first-row transition metal salts catalyze deprotonative dimerization of acidic arenes. Under the atmosphere of oxygen, nickel, manganese, cobalt, and Iron chlorides have been shown to dimerize five- and six-membered ring heterocycles as well as electron-poor arenes. Both tetramethylpiperidide and dicyclohexylamide bases can be employed; however, the former afford slightly higher yields.

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