69381-91-5

Usage

Uses

Used in Organic Synthesis:
Phosphine, 1,1'-[(1R)-1-phenyl-1,2-ethanediyl]bis[1,1-diphenylis used as a reagent in organic synthesis for its ability to form metal complexes and participate in catalytic reactions, which can facilitate the formation of various organic compounds.
Used in Coordination Chemistry:
Phosphine, 1,1'-[(1R)-1-phenyl-1,2-ethanediyl]bis[1,1-diphenylis used as a ligand in coordination chemistry for its ability to bind with metal ions, forming stable complexes that can be used in various chemical processes and applications.
Used in Catalyst Development:
Phosphine, 1,1'-[(1R)-1-phenyl-1,2-ethanediyl]bis[1,1-diphenylis used as a component in the development of catalysts, where its structural and chemical properties can enhance the efficiency and selectivity of catalytic reactions in various industries.

Upstream product

• 32837-95-9 1-phenylethane-1,2-diol dimethanesulphonate 
• 603-35-0 triphenylphosphine 
• 4110-77-4 (E)-β-chlorostyrene 
• 829-85-6 diphenylphosphane 
• 536-74-3 phenylacetylene 
• 794-39-8 (Z)-diphenyl(2-phenylethenyl)phosphine 
• 100-42-5 styrene 
• 17154-34-6 (trimethylsilyl)diphenylphosphine 
• 794-39-8 (E)-2-(diphenylphosphanyl)styrene 
• 794-39-8 1-(diphenylphosphino)-2-phenylethylene 
• 17621-01-1 diphenyl(1-phenylethenyl)phosphine oxide 
• 795-47-1 β-Diphenylphosphinylstyrol 
• 4319-11-3 Diphenyl-styryl-thiophosphinoxid 
• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 

Downstream Products

• 3583-85-5 (+/-)-1,2-bis(diphenylphosphino)phenylethane P,P'-dioxide 
• 3583-85-5 (-)-(R)-1,2-bis(diphenylphosphino)phenylethane P,P'-dioxide 
• 81158-04-5 (-)-(1,5-cyclooctadiene)(1-phenyl-1,2-bis(diphenylphosphino)ethane)rhodium(I) chloride 
• 81203-21-6 (-)-(1,5-cyclooctadiene)(1-phenyl-1,2-bis(diphenylphosphino)ethane)rhodium(I) perchlorate 

Relevant academic research and scientific papers

Asymmetric synthesis of 1,2-bis(diphenylphosphino)-1-phenylethane via a chiral palladium template promoted hydrophosphination reaction

An organopalladium(II) complex derived from (S)-N,N-dimethyl-1-(1-naphthyl)-ethylamine was employed as the chiral auxiliary to promote the asymmetric hydrophosphination reactions between diphenylphosphine and (E) or (Z)-diphenylphosphinostyrene in high re

Manganese(i)-catalyzed access to 1,2-bisphosphine ligands

Chiral bisphosphine ligands are of key importance in transition-metal-catalyzed asymmetric synthesis of optically active products. However, the transition metals typically used are scarce and expensive noble metals, while the synthetic routes to access chiral phosphine ligands are cumbersome and lengthy. To make homogeneous catalysis more sustainable, progress must be made on both fronts. Herein, we present the first catalytic asymmetric hydrophosphination of α,β-unsaturated phosphine oxides in the presence of a chiral complex of earth-abundant manganese(i). This catalytic system offers a short two-step, one-pot synthetic sequence to easily accessible and structurally tunable chiral 1,2-bisphosphines in high yields and enantiomeric excess. The resulting bidentate phosphine ligands were successfully used in asymmetric catalysis as part of earth-abundant metal based organometallic catalysts.

Rapid Synthesis of Chiral 1,2-Bisphosphine Derivatives through Copper(I)-Catalyzed Asymmetric Conjugate Hydrophosphination

1,2-Bisphosphines have been identified as one class of important and powerful chiral ligands in asymmetric catalysis with transition metals. Herein, a copper(I)-catalyzed asymmetric hydrophosphination of α,β-unsaturated phosphine sulfides was developed wi

Visible-light and thermal driven double hydrophosphination of terminal alkynes using a commercially available iron compound

A commercially available iron compound, [CpFe(CO)2]2 (1) (Cp = η5-C5H5), is an efficient catalyst for the double hydrophosphination of terminal aryl alkynes with diphenylphosphine under visible light irradiation or thermal conditions with a reduction of reaction times of up to two orders of magnitude for some substrates over literature reports. The 1,2-bis(diphenylphosphino)ethane products generated in these reactions are readily isolated in high yields.

1,1-Diphosphines and divinylphosphines via base catalyzed hydrophosphination

A catalytic hydrophosphination route to 1,1-diphosphines is yet to be reported: these narrow bite angle pro-ligands have been used to great effect as ligands in homogeneous catalysis. We herein demonstrate that terminal alkynes readily undergo double hydrophosphination with HPPh2 and catalytic potassium hexamethyldisilazane (KHMDS) to generate 1,1-diphosphines. A change to H2PPh leads to the formation of P,P-divinyl phosphines.

Sequential Addition of Phosphine to Alkynes for the Selective Synthesis of 1,2-Diphosphinoethanes under Catalysis. Well-Defined NHC-Copper Phosphides vs in Situ CuCl2/NHC Catalyst

The well-defined NHC-copper phosphides [(NHC)CuPPh2]3 (1, NHC = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene (IiPr); 2, NHC = N,N-di-tert-butylimidazol-2-ylidene (ItBu)) have been prepared by the reaction of simple copper halides with HPPh2 in the presence of N-heterocyclic carbenes (NHCs). Complexes 1 and 2 enabled catalytic double hydrophosphination of alkyl and aryl terminal alkynes to yield 1,2-diphosphinoethanes selectively in good yields. On the basis of these results, the most efficient and pratical in situ CuCl2/NHC catalyst has been developed. It catalyzes the selective double hydrophosphination of the alkynes with high efficiency and a wide substrate scope and exhibits even better performance than the well-defined NHC-Cu phosphides. The mechanistic studies disclosed that the formation of a copper acetylide in the catalytic cycle played an important role in the acceleration of the catalytic process.

Copper-Catalyzed Vicinal Diphosphination of Styrenes: Access to 1,2-Bis(diphenylphosphino)ethane-Type Bidentate Ligands from Olefins

A copper/N-heterocyclic carbene (NHC) catalyzed oxidative vicinal diphosphination of styrenes with diphenyl(trimethylsilyl)phosphine proceeds in the presence of LiOtBu and a pyridine N-oxide/MnO2combined oxidant to deliver the corresponding 1,2-bis(diphenylphosphino)ethanes (DPPEs) in good yields. The present copper catalysis can provide access to the DPPE-type ligands directly from the relatively simple alkenes.

Double hydrophosphination of alkynes promoted by rhodium: The key role of an N-heterocyclic carbene ligand

The regioselective double hydrophosphination of alkynes mediated by rhodium catalysts is presented. The distinctive stereoelectronic properties of the NHC ligand prevent the catalyst deactivation by diphosphine coordination thereby allowing for the closing of a productive catalytic cycle.

Synthesis of vinylphosphines and unsymmetric diphosphines: Iron-catalyzed selective hydrophosphination reaction of alkynes and vinylphosphines with secondary phosphines

Iron complex-catalyzed regioselective single hydrophosphination of terminal arylalkynes with secondary phosphines was achieved. Unsymmetric 1,2-bis(phosphino)ethanes with different phosphino groups were obtained by using our catalytic systems. The structu

Switchable ethylene tri-/tetramerization with high activity: Subtle effect presented by backbone-substituent of carbon-bridged diphosphine ligands

The effect of backbone-substituent of carbon-bridged diphosphine ligands of the types {Ph2PCH(R)CH2PPh2} and {Ph 2PC(R)iCHPPh2} on the catalyst performance in ethylene oligomerization has been explore