[1271-03-0] C₈H₁₀Pd (MW = 212.59 g mol⁻¹)

InChI = 1S/C5H5.C3H5.Pd/c1-2-4-5-3-1;1-3-2;/h1-5H;3H,1-2H2;

InChIKey = TZLOZPWCNCGTQK-UHFFFAOYSA-N

(Pd(II) reagent used in allylation, benzylation, regioselective additions to olefins, alkynes, and allenes, and alkynylcyclization reactions)

Physical Data: mp = 61 °C.

Solubility: soluble in hexane, slightly soluble in toluene.

Form Supplied in: red needles.

Analysis of Reagent Purity: ¹H NMR(C₆D₆):¹δ 2.14 (d, 2H, J = 11 Hz), 3.11 (d, 2H, J = 6 Hz), 4.63 (m, 1H), 8.10 (s, 5H).

Preparative Method: addition of NaCp solution in THF (2 mmol) to a solution of Pd(allyl)Cl₂ dimer (1 mmol) in THF and benzene (1:1) at −20 °C.¹ After stirring for 30 min, the solvents were removed leaving a deep red paste. The paste was washed with hexane and the collected filtrate was evaporated giving CpPd(allyl) as red needles.

Purification: The initially isolated compound can be further purified by sublimation at 40 °C.¹

Handling, Storage, and Precautions: CpPd(allyl) is best kept under an inert gas and stored in a freezer (−20 °C) because it decomposes gradually at open air and room temperature indicated by its noticeable color change (red to brown, then black). It sublimes easily and has an unpleasant odor.¹