329268-46-4

Upstream product

• 1079-65-8 Bromodiphenylphosphin 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 544466-59-3 [2-(dimethylamino)-5-(diphenylphosphino)-1,3-thiazol-4-yl]acetic acid 
• 1403935-19-2 C₂₇H₂₈N₃O₂PS 

Relevant academic research and scientific papers

An efficient and recyclable dendritic catalyst able to dramatically decrease palladium leaching in Suzuki couplings

A series of novel monomeric and dendritic thiazolyl phosphines (generations 1 and 3) was prepared and the activity these ligands conferred to palladium in Suzuki couplings was evaluated. The heteroaryl ligands were revealed to be very efficient and were able to perform the reactions in mild conditions. Besides, their efficiency was compared to that of the corresponding triphenylphosphines. Moreover, the possibility to reuse both families of dendritic ligands was explored and the thiazolyl phosphine-based catalytic systems could be successfully recycled for five consecutive reactions without loss of activity, contrary to their triphenylphosphine counterparts. Remarkably, the palladium leaching was found to be dramatically reduced by using the dendrimer-supported thiazolylphosphines instead of the monomeric ligand and only trace amounts of metal (0.55 ppm) could be found in the coupling product before any purification.

Palladium-catalyzed Suzuki cross-coupling of aryl halides with aryl boronic acids in the presence of glucosamine-based phosphines

Carbohydrate-substituted phosphines are easily obtained in quite good yields by coupling of protected or non-protected d-glucosamine with the corresponding diphenylphosphino acid. These neutral ligands, in association with palladium acetate, are very active catalysts in the Suzuki cross-coupling reaction. The polyhydroxy phosphines are more active than the peracetylated phosphines. The process tolerates electron-rich as well as electron-poor substituents. Excellent turnovers, up to 97 000 are observed.