402822-66-6

Upstream product

• 88652-74-8 (2-bromophenyl)diphenylphosphine oxide 
• 5467-74-3 4-Bromophenylboronic acid 
• 583-55-1 1-Bromo-2-iodobenzene 
• 4559-70-0 Diphenylphosphine oxide 
• 829-85-6 diphenylphosphane 
• 62336-24-7 (2-bromophenyl)diphenylphosphane 

Downstream Products

• 1488342-59-1 C₂₄H₁₈BrO₂P 

Relevant academic research and scientific papers

Synthesis of biphenyl-based phosphines by Suzuki coupling

A series of phosphine oxides has been synthesised by the palladium-catalysed Suzuki coupling of arylboronic acids with OPPh2(o-C6H4Br). On reduction with trichlorosilane, functionalised, biphenyl-based phosphine ligands were obtained in good yields. Our preliminary results indicate these ligands to be effective for palladium-catalysed C-C coupling reactions including the formation of their own oxides.

Ruthenium-Catalyzed Gram-Scale Preferential C-H Arylation of Tertiary Phosphine

A general protocol for site-preferential mono-C-H arylation of tertiary phosphine ligands catalyzed by a ruthenium(II) complex was devised. This protocol gives access to a series of modified Buchwald-biaryl monophosphines on a gram scale in moderate to excellent yields. A catalytic cycle is proposed derived from knowledge of the intermediates observed by ESI-MS. Importantly, these monoarylated products could be further transformed into dibenzophosphole derivatives.

Pd(II)-catalyzed C(sp2)-H hydroxylation with R 2(O)P-coordinating group

A novel R2(O)P-directed Pd(II)-catalyzed C-H hydroxylation to synthesize various substituted 2′-phosphorylbiphenyl-2-ol compounds is described. Notably, the reaction operates under mild conditions and shows good functional group tolerance, high selectivity, and yield.

Palladium-catalyzed direct synthesis of phosphole derivatives from triarylphosphines through cleavage of carbon-hydrogen and carbon-phosphorus bonds

(Phosp)hole in one: A palladium-catalyzed synthesis for directly assembling phosphole skeletons from triarylphosphines through C-H and C-P bond cleavage was developed. This approach overcomes several of the limitations of the so far reported methods. Phospholes bearing a range of functionalities (including Br, F, CO2Me, Ac, and CN) and an array of fused rings (naphthalenes, anthracenes, furans, and pyrroles) can be easily synthesized. Copyright

Palladium-catalysed synthesis of biaryl phosphines

Monodentate, biphenyl-type phosphines have emerged as a powerful class of ligands in homogeneous catalysis. Synthetic methods for these ligands are limited, however. We report that the palladium-catalysed Suzuki coupling of OPR2(o-C6H4X) (R=Ph, t-Bu; X=Br, I) with arylboronic acids affords a variety of biaryl phosphine oxides including those that contain heterocycles. The corresponding phosphines are readily obtained by treatment with HSiCl3. The methodology provides an easy entry to monodentate biaryl and heterobiaryl Poverlapping logical AND signX (X=N, O, S) phosphines with diverse steric and electronic properties.