3947-90-8

Upstream product

• 41251-37-0 methyl-d3-magnesium iodide 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 393136-10-2 2,2-Dideuterio-2-diphenylphosphinoyl-1-phenylethanol 
• 3947-89-5 [2H₃]Methyldiphenylphosphine oxide 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 88635-86-3 C₁₉H₂₂⁽²⁾H₃O₂P 

Relevant academic research and scientific papers

Mechanisms of 1,1-Reductive Elimination from Palladium

The 1,1-reductive elimination of ethane from three cis-bis(phosphine)dimethylpalladium complexes, L2Pd(CH3)2 (L = PPh3, PPh2CH3; L2 = Ph2PCH2CH2PPh2), and three trans analoques phenantrene (TRANSPHOS)> was carried out.The three cis complexes underwent reductive elimination in the presence of coordinating solvents (Me2SO, DMF, THF).The trans complexes which could isomerize to cis (L = PPh3, PPh2CH3) did so in polar solvents and then underwent reductive elimination. (TRANSPHOS)dimethylpalladium would not undergo reductive elimination of ethane, even at 100 deg C in Me2SO.The eliminations from the cis isomers were intramolecular as determined by the lack of crossover with the pentadeuteriomethylpalladium analogue and displayed first-order kinetics (k = 1.04 * 10-3 s-1, L = PPh3, 60 deg C; K = (6.5-9.5) * 10-5 s-1, L = PPh2CH3, 60 deg C; k = 4.78 * 10-7 s-1, L2 = Ph2PCH2CH2PPh2, 80 deg C).The presence of diphenylacetylene in the reaction mixture traps the palladium(0) product as the bis(diphenylmethylphosphine)(diphenylacetylene)palladium complex.Although (TRANSPHOS)dimethylpalladium would not undergo a 1,1-reductive elimination of ethane, the addition of CD3I to a Me2SO soliution of this complex at 25 deg C rapidly produced CD3-CH3, implicating a transient palladium(IV) intermediate.

Allene synthesis by an asymmetric Baylis-Hillman style reaction on vinylphosphine oxides

A novel reaction has been discovered with a mechanism similar to the Baylis-Hillman reaction. Reaction of a vinylic phosphine oxide with (R)-N-lithio-α-methylbenzylbenzylamine 2 in the presence of an aldehyde gave hydroxyphosphine oxides in good to moderate yields and moderate to poor enantioselectivities. The hydroxyphosphine oxides undergo the Horner-Wittig elimination reaction to produce allenes. Baylis-Hillman reactions of vinylic phosphine oxides with tertiary amines were also investigated.