85324-78-3

Upstream product

• 107-21-1 ethylene glycol 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 4141-50-8 1,2-bis(diphenylphosphinoyl)ethane 
• 227932-51-6 [ReH(CO)3((C₆H₅)2POCH₂CH₂OP(C₆H₅)2)] 
• 528522-61-4 fac-[1,2-bis(diphenylphosphinite)ethane]bromotricarbonylmanganese(I) 
• 54205-77-5 all-trans-[RuCl₂(CO)2(PPh₂OMe)2] 
• 1231771-62-2 fac-[MnH(CO)3(1,2-bis(diphenylphosphanoxy)ethane)] 
• 1243314-44-4 fac, cis-[rhenium(I)(chloride)(carbonyl)3(1,3-bis(diphenylphosphinoxy)ethane)] 
• 934593-40-5 [dichloro(1,2-bis(diphenylphosphanyloxy)ethane)(tetraphenyldiphosphoxane)ruthenium(II)] 
• 1663-45-2 1,2-bis-(diphenylphosphino)ethane 

Relevant academic research and scientific papers

An Efficient Protocol to Synthesize N-Acyl-enamides and -Imines by Pd-Catalyzed Carbonylations

For the first time, the bidentate phosphinite ligand 1,2-bis(di-tert-butylphosphinoxy)ethane (tBu2POCH2CH2OPtBu2) was synthesized. In the presence of this ligand, various N-acyl enamides were obtained in good yi

Synthesis of 1,2-bis[(diorgano)phosphino]ethanes via Michaelis-Arbuzov type rearrangements

A three-step process for the synthesis of the bis(diorganophosphino)ethanes R2PCH2CH2PR2 where R = Et, Ph, iPr, Cy and tBu was examined. In the first step, diorganochlorophosphines were allowed to react with ethylene glycol in the presence of triethylamine at room temperature in THF solution. For R = Ph, iPr and Cy, the bisphosphinites R2POCH2CH2OPR2 were obtained in high yield. For R = Et, the bisphosphinite could not be isolated but may be formed in 80% mixtures with tetraethyldiphosphine, Et2PPEt2, as a minor component. The reaction of di-t-butylchlorophosphine with ethylene glycol occurs at temperatures greater than 130 °C giving di-t-butyl phosphine oxide, tBu2PH(O), as the only phosphorus-containing product. Thermolysis of the bisphosphinites R2POCH2CH2OPR2 (R = Ph, iPr and Cy) at 190-260 °C for 24 h gave the bisphosphine oxides, R2P(O)CH2CH2(O)PR2 in 9% (Ph), 90% (iPr) and 93% (Cy) yields. A DSC study of the thermal rearrangement of Cy2POCH2CH2OPCy2 to Cy2P(O)CH2CH2(O)PCy2 yielded an enthalpy of isomerization of -40.4 ± 0.6 kcal mol-1. Reduction of the bisphosphine oxides, R2P(O)CH2CH2(O)PR2 (R = Ph, iPr and Cy) with trichlorosilane gave the bisphosphines, R2PCH2CH2PR2 in 80-85% yield. The overall yields of the bisphosphines R2PCH2CH2PR2 (R = iPr and Cy) in the three-step process were 61 and 75%, respectively, suggesting that this process should be an attractive synthetic pathway to these two bisphosphines.