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11C-C bond formation by palladium-mediated cross-coupling of alkenylzirconocenes with [11C]methyl iodide

Wüst, F. R.; Berndt, M.
A novel 11C-C bond formation based on the palladium-mediated cross-coupling reaction of alkenylzirconocenes with [11C]methyl iodide is described. The conversion of internal alkynes into the corresponding alkenylzirconocenes followed by transmetalation with Pd(PPh3)4 and subsequent cross-coupling with [11C]methyl iodide gave several 11C-labelled alpha,alpha’-dimethyl substituted alkenes. The palladium complex Pd(PPh3)4 proved to be superior to Pt(PPh3)4 or Ni(PPh3)4 as transition metal complex.
The scope and limitations of the novel palladium-mediated cross-coupling reaction of alkenylzirconocenes with [11C]methyl iodide were tested with various internal alkynes. Radiochemical yields of up to 75% (based upon [11C]methyl iodide) could be achieved
  • Journal of Labelled Compounds and Radiopharmaceuticals 49(2006)2, 91-100

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Permalink: https://www.hzdr.de/publications/Publ-7682
Publ.-Id: 7682