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• Synthesis

  In a dry reaction flask, [Pd(allyl)Cl]₂ (1.91 g, 5.2 mmol) was dissolved in a dry acetonitrile solution (350 mL). Then, in a nitrogen-filled glove box, tri-tert-butylphosphine (6.54 g) was added to the palladium complex in one go. After stirring the reaction mixture for a period of time, a turbid yellow solution formed. Within a few minutes, the reaction mixture slowly became opaque. Stirring the reaction mixture for another 18 h yielded a milky white mixture. After the reaction was complete, the crude reaction mixture was filtered through a medium-sized filter, and the solid product was collected. The solid was washed with acetonitrile (3 × 50 mL) and dried under vacuum to obtain di(tri-tert-butylphosphine)palladium.

  

  Figure 2. Synthetic Route of Bis(tri-tert-butylphosphine)palladium(0)

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• Reaction

  1. Introduced as an easier to handle Pd/P(t-Bu)3-based catalyst for the Negishi cross-coupling of aryl/vinyl chlorides.
  2. A versatile catalyst for the cross-coupling of aryl and vinyl chlorides.
  3. Catalyst for the amination of aryl chlorides and bromides using aqueous hydroxide bases.
  4. Useful catalyst for the cross-coupling of heteroaromatic carboxylic acids.
  5. Pd-catalyzed Newnan-Kwart rearrangement of O-aryl thiocarbamates.
  6. Cross-coupling of silanolates and halides.
  7. Elimination/isomerization of enol triflates derived from β-ketoesters.
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