136655-44-2

Upstream product

• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 1079-66-9 chloro-diphenylphosphine 
• 141807-44-5 (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl 
• 130164-89-5 2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene 
• 232264-15-2 binaphthol bis(nonafluoro-n-butanesulfonate) 
• 204862-91-9 2-(diphenylphosphinyl)-2'-(diphenylphosphanyl)-1,1'-binaphthalene 
• 829-85-6 diphenylphosphane 
• 4376-01-6 sodium diphenylphosphide 
• 128544-05-8 (R)-(-)-1,1'-bi-2-naphthol triflate 
• 1499-21-4 Diphenylphosphinic chloride 
• 86632-33-9 (S)-1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine oxide) 
• 126613-06-7 (S)-2,2'-bis((trifluoromethanesulfonyl)oxy)-1,1'-binaphthyl 
• 4559-70-0 Diphenylphosphine oxide 
• 1079-65-8 Bromodiphenylphosphin 

Downstream Products

• 204862-91-9 2-(diphenylphosphinyl)-2'-(diphenylphosphanyl)-1,1'-binaphthalene 
• 303975-55-5 ethyl 4-[4-[4-(7-methoxyheptyloxy)-3,5-dimethylphenyl]piperazin-1-yl]benzoate 
• 303975-65-7 4-[4-(4-phenylpiperidin-1-yl)phenyl]piperazine-1-carboxylic acid tert-butyl ester 
• 303976-10-5 1-[4-[4-(cis-2,6-dimethylmorpholin-4-yl)phenyl]piperazin-1-yl]ethanone 
• 130164-89-5 2,2’-bis(diphenylphosphinooxide)-1,1’-binaphthalene 
• 625394-33-4 4-(4-chloro-benzenesulfonyl)-6-methyl-8-piperazin-1-yl-3,4-dihydro-2H-benzo[1,4]oxazine 
• 625394-65-2 8-bromo-3,4-dihydro-2H-benzo[1,4]oxazine 
• 192817-79-1 ethyl 2-(morpholin-4-yl)-benzoate 
• 362026-91-3 5-Ethyl-8,8-dimethyl-7,8-dihydro-naphthalen-2-yl-amine 
• 259799-45-6 3-(dibenzylamino)-1,1-bis(4-aminophenyl)-1-propanol 
• 362026-59-3 ethyl 4-(3,5,8,8-Tetramethyl-7,8-dihydro-naphthalen-2-yl-amino)benzoate 
• 362026-84-4 4-(5,8,8-Trimethyl-7,8-dihydro-naphthalen-2-yl-amino)-benzoic Acid Ethyl Ester 
• 362027-02-9 ethyl 4-(8-t-butyl-5,5-dimethyl-5,6-dihydronaphthalen-2-ylamino)-benzoate 
• 364386-48-1 (1R,2S)-N-tert-butoxycarbonyl-2-[2-(4-methoxybenzylamino)-6-methoxyquinazolin-4-yl]aminocyclohexylamine 

Relevant academic research and scientific papers

Stereospecific reduction of phosphine oxides to phosphines by the use of a methylation reagent and lithium aluminum hydride

(equation presented) Various phosphine oxides are efficiently reduced by the use of a methylation reagent and lithium aluminum hydride. Optically active P-chirogenic phosphine oxides are also reduced with inversion of configuration at phosphorus atom by treatment with methyl triflate, followed by reaction with LiAlH4.

Chelating retardation effect in nickel assisted phosphinatioa: Syntheses of atropisomeric P,N ligands

Ni(PPh3)2Cl2 was found to be an effective reagent in nickel assisted phosphination of biaryl O,N triflates with chlorodiphenylphosphine to yield atropisomeric P,N ligands. The chelating effect of the substrates in the reaction played an important role. Only the monodentate PPh3 rather than bidentate dppe (1,2-bis(diphenylphosphino)ethane) nickel complex was found to be an effective reagent. (C) 2000 Elsevier Science Ltd.

'Methyldiopium' and 'methylbinapium', chiral phosphonium-phosphine ligands

Monomethylphosphoniums derived from (R,R)-diop ('methyldiopium' 2·I) and (R)-binap ('methylbinapium' 7·I) are described. The crystal structure of 7·I is given, and 2·I is shown to act as a ligand of carbonyliron.

A catalytic method for the reduction of secondary and tertiary phosphine oxides

TMDS has been found to be an efficient hydride source for the reduction of tertiary and secondary phosphine oxides using a catalytic amount of Ti(Oi-Pr)4. All classes of tertiary phosphine oxides, such as triaryl, trialkyl, and diphosphine, were effectively reduced. Georg Thieme Verlag Stuttgart.

Diphosphine mono-sulfides: Readily available chiral monophosphines

Enantiomerically pure (R)-BINAP, (R)-Tol-BINAP, (R,R)-Me-DUPHOS and (R,R)-DIOP were converted into the corresponding mono-sulfides by treatment with elemental sulfur in benzene.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

One-pot synthesis of binaphthyl-based phosphines via direct modification of BINAP

Herein reported is the convenient and efficient strategy for the preparation of binaphthyl-based phosphines through direct modification to the commercially available 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) with sodium. In the absence of 15-crown-5-ether, a cyclic sodium dinapthylphospholide intermediate is mainly generated. With 15-crown-5-ether, P-Ph bonds are selectively cleft by Na to produce binaphthyl-based disodium phosphides. The mechanism of selective formation of sodium dinapthylphospholide or binaphthyl-based disodium phosphides is proposed.

Synthesis method of 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene

The invention relates to a synthesis method of 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene, which is realized by the following steps: step 1, carrying out BUCHERER reaction on 1, 1 '-binaphthyl-2-naphthol to generate 1, 1'-binaphthyl-2, 2 '-diamine; 2, subjecting 1, 1 '-binaphthyl-2, 2'-diamine to a Sandmeyer reaction to generate binaphthyl dibromide; and 3, carrying out a Grignard reaction onthe binaphthyl dibromide and diphenyl phosphine chloride to generate 2, 2 '-bisdiphenylphosphino-1, 1'-binaphthalene (BINAP). Bulk chemical raw materials are used and are low in price and easy to obtain, and the production cost is effectively reduced; the method has the advantages of easily available raw materials, high reaction yield, simple post-treatment, facilitation of industrial amplification, and strong industrial application prospect.

Synthetic method of 2,2'-double diphenyl phosphine-1,1'-dinaphthalene

The invention discloses a synthetic method of 2,2'-double diphenyl phosphine-1,1'-dinaphthalene. The method comprises the following steps: adding a lithium metal sheet, a ligand, 2,2'-diethoxy-1,1'-dinaphthalene and an ethers solvent are added in a reaction still, heating the materials to the temperature of 60-140 DEG C, reacting the materials for 6-12 hours, dropping chlorodiphenylphosphine at the temperature of 0 DEG C, heating the material to room temperature, and obtaining the product after the reaction is completed; equivalent water quenching is carried out, a product solution is concentrated and filtered, a filter cake is washed with methanol, and vacuum drying is carried out to obtain the product 2,2'-double diphenyl phosphine-1,1'-dinaphthalene (BINAP). The method has the advantages of high yield, low preparation cost, simple post-treatment, high product purity, and is suitable for process enlargement.

Chemoselective Reduction of Phosphine Oxides by 1,3-Diphenyl-Disiloxane

Reduction of phosphine oxides to the corresponding phosphines represents the most straightforward method to prepare these valuable reagents. However, existing methods to reduce phosphine oxides suffer from inadequate chemoselectivity due to the strength of the P=O bond and/or poor atom economy. Herein, we report the discovery of the most powerful chemoselective reductant for this transformation to date, 1,3-diphenyl-disiloxane (DPDS). Additive-free DPDS selectively reduces both secondary and tertiary phosphine oxides with retention of configuration even in the presence of aldehyde, nitro, ester, α,β-unsaturated carbonyls, azocarboxylates, and cyano functional groups. Arrhenius analysis indicates that the activation barrier for reduction by DPDS is significantly lower than any previously calculated silane reduction system. Inclusion of a catalytic Br?nsted acid further reduced the activation barrier and led to the first silane-mediated reduction of acyclic phosphine oxides at room temperature.