71779-60-7

Upstream product

• 917-54-4 methyllithium 
• 644-97-3 Dichlorophenylphosphine 
• 17310-32-6 (CH₃C₆H₄)2Cd 
• 506-82-1 dimethylcadmium 
• 202977-10-4 C₂₀H₂₀NP 
• 932-31-0 ortho-tolylmagnesium bromide 
• 41924-67-8 (phenyl)(ortho-toluene)chlorophosphane 
• 75-16-1 methylmagnesium bromide 
• 5761-97-7 methyl(phenyl)phosphinic chloride 
• 76109-34-7 C₃₂H₃₃N₂OP 
• 126180-52-7 (±)-methylphenyl-o-tolylphosphine 
• 71457-19-7 C₃₂H₃₃N₂OP 
• 94669-51-9 C₃₃H₃₅N₂O₂P 
• 94669-51-9 C₃₃H₃₅N₂O₂P 

Downstream Products

• 71457-20-0 P-methyl-P-phenyl-P-(ortho-tolyl)phosphine oxide 
• 71457-20-0 (R_P)-methyl(phenyl)(o-tolyl)phosphine oxide 
• 73303-12-5 (C₆H₅)(CH₃C₆H₄)(CH₃)PCuI 
• 71779-60-7 (R_P)-methylphenyl(o-methylphenyl)phosphine 

Relevant academic research and scientific papers

Cyclometallated ruthenium complexes with P-stereogenic monophosphines containing a polycyclic aromatic substituent

Reactions of optically pure P-stereogenic ortho-tolyl substituted phosphines with [RuCl2(p-cymene)]2 afforded the corresponding κP-coordinated ruthenium(II) dichlorides (C1′, C2’) even in the presence of sodium acetate. In contrast,

Rhodium-diphosphine ligand tetrafluoroborate and preparation method thereof

The invention discloses a rhodium-diphosphine ligand tetrafluoroborate and a preparation method thereof. According to the method, quinquevalent phenylphosphonyl dichloride is used as a starting raw material; firstly, quinquevalent phosphoryl compounds are prepared; then, a chiral quinquevalent phosphoryl compound is obtained through kinetic resolution; the unstable trivalent phosphorus is avoided; meanwhile, the optical purity of the quinquevalent phosphorus is improved; the EE value can reach 97 or higher; the sufficient space is remained for the optical purity reduction due to subsequent quinquevalent phosphorus reduction and coupling, so that the purity and the yield of the prepared diphosphine ligand are very high; further, the rhodium-diphosphine ligand tetrafluoroborate prepared from the diphosphine ligand has high activity and good optical selectivity.

Formation of unexpected heterocyclic products from pyrolysis of thiocarbonyl stabilised phosphonium ylides

Chiral phthalimido thioxo-stabilised phosphonium ylides, prepared starting from (S)-alanine and (S)-phenylalanine, undergo intramolecular Wittig reaction upon pyrolysis leading to the previously unknown pyrrolo[2,1-a]isoindol-5-one-2- thiones, rather than

Turning regioselectivity into stereoselectivity: Efficient dual resolution of P-stereogenic phosphine oxides through bifurcation of the reaction pathway of a common intermediate

Synthetic routes that provide facile access to either enantiomeric form of a target compound are particularly valuable. The crystallization-free dual resolution of phosphine oxides that gives highly enantioenriched materials (up to 94 % ee) in excellent y

Catalyzing pyramidal inversion: Configurational lability of P-stereogenic phosphines via single electron oxidation

We report that pyramidal inversion of trivalent phosphines may be catalyzed by single electron oxidation. Specifically, a series of P-stereogenic (aryl)methylphenyl phosphines are shown to undergo rapid racemization at ambient temperature when exposed to catalytic quantities of a single electron oxidant in solution. Under these conditions, transient phosphoniumyl radical cations (R3P?+) are formed, and computational models indicate that the pyramidal inversion barriers for these open-shell intermediates are on the order of ～5 kcal/mol. The observed 1020-fold rate enhancement over uncatalyzed pyramidal inversion opens new opportunities for the dynamic stereochemistry of phosphines and may hold additional implications for the configurational stability of P-stereogenic phosphine ligands on high-valent oxidizing transition metals.

A convenient and mild chromatography-free method for the purification of the products of Wittig and Appel reactions

A mild method for the facile removal of phosphine oxide from the crude products of Wittig and Appel reactions is described. Work-up with oxalyl chloride to generate insoluble chlorophosphonium salt (CPS) yields phosphorus-free products for a wide variety of these reactions. The CPS product can be further converted into phosphine.

PROCESSES FOR THE STEREOSELECTIVE PREPARATION OF P-CHIRAL FOUR -COORDINATED PHOSPHORUS BORANE COMPOUNDS AND P-CHIRAL THREE-COORDINATED PHOSPHORUS COMPOUNDS

Processes for the stereoselective preparation of P-chiral four-coordinated phosphorus borane compounds and P-chiral three-coordinated phosphorus compounds.

Identification of a key intermediate in the asymmetric Appel process: One pot stereoselective synthesis of P-stereogenic phosphines and phosphine boranes from racemic phosphine oxides

Sequential treatment of racemic phosphine oxides with oxalyl chloride and chiral non-racemic alcohol generates the same ratios of diastereomeric alkoxyphosphonium salts obtained in the corresponding asymmetric Appel process, strongly implicating the intermediate chlorophosphonium salt in the stereoselecting step. Subsequent reduction allows a novel synthesis of enantioenriched P-stereogenic phosphines-phosphine boranes. The Royal Society of Chemistry 2012.

A U-turn in the asymmetric appel reaction: Stereospecific reduction of diastereomerically enriched alkoxyphosphonium salts allows the asymmetric synthesis of P-stereogenic phosphanes and phosphane boranes

An efficient one-pot synthesis has been developed of enantioenriched P-stereogenic phosphanes and phosphane boranes from the corresponding racemic phosphanes in excellent yield under asymmetric Appel conditions. The chiral auxiliary (menthol) can also be recovered unchanged. The simple and efficient protocol significantly expands the scope of our asymmetric Appel process. The crucial step in the preparation involves stereospecific reduction of intermediate diastereomeric alkoxyphosphonium salts, which are obtained in the reaction of phosphane, hexachloroacetone, and menthol. Thereby, reaction with LiAlH4 or NaBH4 gives the corresponding phosphanes or phosphane boranes, respectively. Copyright

P-stereogenic phosphorus compounds: Effect of aryl substituents on the oxidation of arylmethylphenylphosphanes under asymmetric appel conditions

The effects of aryl ring substitution on the dynamic resolution of aryl(methyl)phenylphosphanes under asymmetric Appel reaction conditions have been studied. As expected, substitution at the ortho position strongly affects the degree ofstereoselection tha