18803-11-7

Upstream product

• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 95-46-5 2-methylphenyl bromide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 30309-80-9 di-o-tolylphosphine oxide 
• 17763-67-6 Phenyl triflate 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 

Downstream Products

• 69928-26-3 2-(2-{[2-(2-Hydroxy-ethoxymethyl)-phenyl]-phenyl-phosphinoyl}-benzyloxy)-ethanol 
• 69928-20-7 5,20-diphenyl-5,12,13,20,25,27,28,30-octahydro-10H,15H-11,14,26,29-tetraoxa-5,20-diphospha-tetrabenzo[a,d,l,o]cyclodocosene 5,20-dioxide 
• 69928-15-0 24-phenyl-7,8,10,11,13,14,16,17,19,24-decahydro-5H-6,9,12,15,18-pentaoxa-24-phospha-dibenzo[a,d]cycloeicosene 24-oxide 
• 69928-16-1 27-phenyl-7,8,10,11,13,14,16,17,19,20,22,27-dodecahydro-5H-6,9,12,15,18,21-hexaoxa-27-phospha-dibenzo[a,d]cyclotricosene 27-oxide 
• 109974-67-6 C₂₀H₁₉ClP⁽¹⁺⁾*Cl^(1-) 
• 68669-11-4 Bis[o-(bromomethyl)phenyl]phenylphosphine oxide 

Relevant academic research and scientific papers

Microwave assisted P–C coupling reactions without directly added P-ligands

Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.

Efficient copper(I)-catalyzed coupling of secondary phosphine oxides with aryl halides

A catalytic system has been developed for the efficient synthesis of tertiary arylphosphine oxides by coupling of readily available secondary phosphine oxides with aryl bromides or iodides in the presence of copper(I) iodide as a catalyst and (S)-α-phenylethylamine as a ligand. The system exhibits high activity in the coupling of secondary diaryl-, alkylaryl- and dialkylphosphine oxides.