13685-30-8

Usage

Uses

Chlorobis(4-methoxyphenyl)phosphine is used an pharmaceutical intermediate.

InChI:InChI=1/C14H14ClO2P/c1-16-11-3-7-13(8-4-11)18(15)14-9-5-12(17-2)6-10-14/h3-10H,1-2H3

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 13685-97-7 (diethylamino)bis(4-methoxyphenyl)phosphane 
• 15754-51-5 bis(4-methoxyphenyl)phosphine oxide 

Downstream Products

• 84127-04-8 bis(4-methoxyphenyl)phosphine 
• 930807-28-6 1-[bis-(4-methoxyphenyl)phosphinoylethynyl]-2-methoxynaphthalene 
• 1186584-14-4 C₃₂H₃₂NO₂P 
• 1184203-89-1 3-(6'-(di(p-methoxyphenyl)phosphino)pyridin-2'-yl)-[1,2,3]triazolo[1,5-a]pyridine 
• 1184203-87-9 7-(di(p-methoxyphenyl)phosphino)-3-(pyridin-2'-yl)-[1,2,3]triazolo[1,5-a]pyridine 
• 1184204-14-5 C₂₅H₂₁N₄O₂PSe 
• 1449568-76-6 bis[2-bis(4-methoxyphenyl)phosphinophenyl](methyl)silane 
• 1449568-80-2 C₄₁H₃₉ClO₄P₂PdSi 

Relevant academic research and scientific papers

Twofold C?H Activation-Based Enantio- and Diastereoselective C?H Arylation Using Diarylacetylenes as Rare Arylating Reagents

C?H bond activation has been established as an attractive strategy to access axially chiral biaryls, and the most straightforward method is direct C?H arylation of arenes. However, the arylating source has been limited to several classes of reactive and bulky reagents. Reported herein is rhodium-catalyzed 1:2 coupling of diarylphosphinic amides and diarylacetylenes for enantio- and diastereoselective construction of biaryls with both central and axial chirality. This twofold C?H activation reaction stays contrast to the previously explored Miura–Satoh type 1:2 coupling of arenes and alkynes in terms of chemoselectivity and proceeded under mild conditions with the alkyne acting as a rare arylating reagent. Both C?H activation events are stereo-determining and are under catalyst control, with the 2nd C?H activation being diastereo-determining in a remote fashion. Analysis of the stereochemistry of the major and side products suggests moderate enantioselectivity of the initial C?H activation–desymmetrization process. However, the minor (R) rhodium vinyl intermediate is consumed more readily in undesired protonolysis, eventually resulting in high enantio- and diastereoselectivity of the major product.

Synthetic method of RRPCl

The invention provides a synthetic method of RRPCl, and belongs to the field of organic matter synthesis. The synthetic method of RRPCl solves the problems of low reaction yield and the like in the existing RRPCl synthesis, and is characterized in that RRP(O)H is dissolved in an organic solvent and then reacts with acetyl chloride to obtain the RRPCl, and the chemicalreaction formula of the RRPCl is shown as a formula (I), wherein R1 and R2 are aryl and alkyl. The synthetic method has the advantages of the high yield and the like.

Facial conversion of secondary phosphine oxides R1R2P(O)H to chlorophosphines R1R2PCl by acetyl chloride

A practically useful protocol for the reductive transformation of secondary phosphine oxides R1R2P(O)H to chlorophosphines R1R2PCl using acetyl chloride was disclosed. Various secondary phosphine oxides could be readily reduced to the corresponding chlorophosphines in high yields under mild conditions.

Palladium-Catalyzed Cascade C?O Cleavage and C?H Alkenylation of Phosphinyl Allenes: An Expeditious Approach to 3-Alkenyl Benzo[b]phosphole Oxides

A phosphine oxide-directed intramolecular cyclization of phosphinyl allenes is established for the first time. The palladium-catalyzed intramolecular cyclization provides an unprecedented cascade C?O cleavage and direct C?H alkenylation toward novel 3-alk

Diastereoselective desymmetrization of diarylphosphinous acid-borane amides under Birch reduction

Treatment of diarylphosphinous acid-borane amides possessing chiral amido functionality with an alkali metal solution in liquid ammonia induced a preferential dearomatization of one aryl substituent at phosphorus leading to the formation of non-equimolar amounts of diastereomers. Diastereoselectivity of dearomatization depends strongly on the structure of a chiral auxiliary.

Enantioselective nickel-catalyzed hydrocyanation of vinylarenes using chiral phosphine-phosphite ligands and TMS-CN as a source of HCN

Anti-headache chemistry: In the presence of a tailored modular P,P ligand the nickel-catalyzed addition of HCN, generated in situ from TMS-CN, to styrene derivatives proceeds with an unprecedented level of stereocontrol (up to 97 % ee) to give 2-aryl-acetonitriles, for example, the depicted precursor of Ibuprofen. Copyright

Probing the importance of the hemilabile site of bis(phosphine) monoxide ligands in the copper-catalyzed addition of diethylzinc to N-phosphinoylimines: Discovery of new effective chiral ligands

(Chemical Equation Presented) The hemilabile ligand Me-DuPHOS(O) 2 has proven to be a successful ligand for the copper-catalyzed addition of diethylzinc to N-phosphinoylimines. The corresponding α-chiral amines were obtained in high yields (80-98%) and enantiomeric ratios (19.0:1 to 99.0:1 er). Furthermore, this Cu?2 catalytic system has been shown to be effective in the addition of diethylzinc to nitroalkenes and in the reduction of β,β-disubstituted vinyl phenyl sulfones. This paper describes a general structure/selectivity study in which the three ligand subunits (chiral phospholane-linker-labile coordinating group (Z)) are systematically modified and tested in the copper-catalyzed addition of diethylzinc to the N-phosphinoylimine 1 derived from benzaldehyde. This study led to the discovery of a new class of effective chiral ligands that combine a chiral phospholane unit and an achiral phosphine oxide.

Ethylene trimerisation and tetramerisation catalysts with polar-substituted diphosphinoamine ligands

Chromium-based catalyst systems with polar-substituted diphosphinoamine ligands are selective for either trimerisation or tetramerisation of ethylene, depending on the position of the polar groups on the aryl rings. The Royal Society of Chemistry 2005.

Chiral diphosphorus compounds and their transition metal complexes

The present invention relates to chiral diphosphorus compounds and their transition metal complexes, to a process for preparing chiral diphosphorus compounds and their transition metal complexes and also to their use in asymmetric syntheses.

Chiral diphosphorus compounds and transition metal complexes thereof

Tetrahydrofuran bisphosphines of formula (I), are new. Tetrahydrofuran bisphosphines of formula (I): X1, X2 = bonds or O; R1, R2 = H, 1-20C alkyl, 1-20C fluoroalkyl, 2-20C alkenyl, 4-24C aryl, 5-25C aralkyl, 6-26C aralkenyl, NR7R8, OR8, AOR8, ANR7R8 or OC