20434-06-4

Upstream product

• 15754-51-5 bis(4-methoxyphenyl)phosphine oxide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 20434-05-3 bis(4-methoxyphenyl)phosphinic acid 

Downstream Products

• 20443-11-2 Bis-(4-methoxy-phenyl)-phosphinsaeure-isocyanat 
• 367278-12-4 1-(2-bromophenyl)ethenyl di(4-methoxyphenyl)phosphinate 
• 619333-95-8 1,1-dimethylethyl [[bis(4-methoxyphenyl)phosphinyl]oxy]carbamate 
• 80717-31-3 O-(bis-p-methoxyphenylphosphinyl)acetone oxime 
• 73452-30-9 O-acetyl-N-(bis-p-methoxyphenylphosphinoyl)hydroxylamine 
• 80717-28-8 N-acetyl-O-(bis-p-methoxyphenylphosphinyl)hydroxylamine 
• 73452-27-4 N',P-bis-p-methoxyphenyl-N-t-butylphosphonic diamide 
• 73452-24-1 N-(bis-p-methoxyphenylphosphinoyl)-O-methylsulphonylhydroxylamine 
• 229487-09-6 2,2,4,4,6,6-hexakis(4-methoxyphenoxy)cyclotriphosphazene 

Relevant academic research and scientific papers

Microwave-Assisted Ruthenium- and Rhodium-Catalyzed Couplings of α-Amino Acid Ester-Derived Phosphinamides with Alkynes

Two different types of new phosphinamide α-amino ester derivatives have been prepared in moderate to high yields via ruthenium(II) and rhodium(III)-catalyzed ortho-C?H functionalization under microwave irradiation. Specifically, the ortho-alkenylated phosphinamides were produced through coupling of phosphinamides containing an α-substituted or α,α-disubstituted α-amino ester with internal alkynes under ruthenium catalysis. In contrast, Ru and the more effective Rh-catalyzed coupling of the α-unsubstituted glycine ester phosphinamide with alkynes resulted in formation of oxidative annulation products, phosphaisoquinolin-1-ones. The developed methods feature the use of easily accessible starting materials, short reaction time, exclusive E-stereoselectivity (for ortho-alkenylation) and good functional group tolerance. The alkenylation reaction was readily scaled up to gram scale. Furthermore, the obtained alkenylated phosphinamide could be transformed into P-containing dipeptides through hydrolysis of the ester group in the catalysis product and subsequent condensation with an α-amino ester.

Copper mediated C(sp2)-H amination and hydroxylation of phosphinamides

Copper mediated C(sp2)-H amination and hydroxylation of arylphosphinic acid are accomplished by adopting phosphinamide as the directing group. This method is distinguished by its wide substrate scope and excellent functional group tolerance, th

Transition Metal-Free Synthesis of α-Aminophosphine Oxides through C(sp3)?P Coupling of 2-Azaallyls

Radical reactions have been widely applied in C?P bond-forming strategies. Most of these strategies require initiators, transition metal catalysts, or organometallic reagents. Herein, a transition metal-free C(sp3)?P bond formation to prepare α

NHC-Catalyzed Synthesis of Benzazole-Phosphine Ligands under an Air Atmosphere

An efficient strategy for the synthesis of benzazole-phosphine ligand precursors via N -heterocyclic carbene catalyzed aerobic oxidative cyclization reaction has been performed. The reaction displays broad functional group tolerance and high atom economy,

Copper-Catalyzed Oxidative C(sp3)?H/N?H Cross-Coupling of Hydrocarbons with P(O)?NH Compounds: the Accelerating Effect Induced by Carboxylic Acid Coproduct

An chelation-assisted oxidative C(sp3)?H/N?H cross coupling of hydrocarbons with P(O)?NH compounds using copper acetate as catalyst is described. The results of kinetic experiments, mechanistic studies and DFT calculations demonstrate the importance of acetic acid coproduct as an additive for promoting the formation of intermediate bis((diphenylphosphoryl)(quinolin-8-yl)amino)copper (6), and consequently accelerating the construction of C(sp3)?N bond. The reaction proceeded efficiently with a wide array of hydrocarbons and P(O)?NH compounds, and the rate acceleration induced by the acetic acid coproduct have been repeatedly proven. Furthermore, the efficiency of small-scale reaction could be retained upon gram-scale synthesis in a continuous manner. (Figure presented.).

Chelation-assisted C-N cross-coupling of phosphinamides and aryl boronic acids with copper powder at room temperature

A protocol for the chelation-assisted C-N cross-coupling of phosphinamides and aryl boronic acids with copper powder under an oxygen atmosphere is reported. This reaction proceeds efficiently to afford fully substituted unsymmetrical N-arylation phosphinamides at room temperature in excellent yields. Diverse unstable functional groups on the benzene ring of aryl boronic acids such as vinyl, formyl, acetyl, sulfonyl, acetylamino, cyano, nitro, and trifluoromethyl can be accommodated.

Direct, oxidative halogenation of diaryl- or dialkylphosphine oxides with (dihaloiodo)arenes

The oxidative halogenation of diaryl- or dialkylphosphine oxides with the hypervalent iodine reagents (difluoroiodo)toluene (p-TolIF2, 1) and (dichloroiodo)benzene (PhICl2, 2) is reported. Phosphoric fluorides could be recovered in 32–75% yield, or they could be trapped with EtOH to give the corresponding phosphinate in typically good yield. Phosphoric chlorides were not readily isolable, and were trapped with alcohol and amine nucleophiles, giving diaryl- or dialkylphos-phinates and phosphinamides in up to 90% yield.

Cobalt-Catalyzed Diastereoselective [4+2] Annulation of Phosphinamides with Heterobicyclic Alkenes at Room Temperature

Cobalt-catalyzed sp2 C?H bond functionalization of diarylphosphinamides with heterobicyclic alkenes was demonstrated at room temperature employing commercially available cobalt(II)-salts. The effectiveness of this strategy was illustrated with the reaction of various 8-aminoquinoline derived phosphinic amides and 7-oxa/azabenzonorbornadienes. The reaction conditions exhibited excellent functional group tolerance and high diastereoselectivities. Furthermore, extension of this approach to the preparation of polyaryl cyclic phosphinamides was achieved through the dehydrative ring opening/aromatization sequence. (Figure presented.).

Rhodium(III)-Catalyzed Enantiotopic C?H Activation Enables Access to P-Chiral Cyclic Phosphinamides

Compounds with stereogenic phosphorus atoms are frequently used as ligands for transition-metal as well as organocatalysts. A direct catalytic enantioselective method for the synthesis of P-chiral compounds from easily accessible diaryl phosphinamides is presented. The use of rhodium(III) complexes equipped with a suitable atropochiral cyclopentadienyl ligand is shown to enable an enantiodetermining C?H activation step. Upon trapping with alkynes, a broad variety of cyclic phosphinamides with a stereogenic phosphorus(V) atom are formed in high yields and enantioselectivities. Moreover, these can be reduced enantiospecifically to P-chiral phosphorus(III) compounds.

Phosphazene-based host materials for the use in blue phosphorescent organic light-emitting diodes

We present a series of low-molecular-weight materials based on cyclic phosphazenes for the use as host materials in blue phosphorescent organic light-emitting diodes. Substituted phenyl rings are attached to the central phosphazene ring either via phosphorus-oxygen bonds to yield phenoxy-substituted derivatives or via direct phosphorus-carbon bonds to yield phenyl-substituted derivatives. The phenoxy substituted cyclic phosphazenes were prepared by nucleophilic substitution of the six chlorine atoms in hexachlorocyclotriphosphazene with phenoxy groups, whereas the phenyl substituted cyclic phosphazenes were formed in a cyclocondensation reaction of three equivalents of substituted phosphinic amides. The phenyl substitution leads to materials with superior thermal properties compared to the phenoxy substitution. Because of the nonconjugated linkage to the phosphazene core, the host materials have very high triplet energies of more than 3 eV. In an OLED device using one compound as host for the saturated blue phosphorescent emitter Ir(dbfmi), a peak power efficiency of 7.6 lm W-1 and a peak luminance of 5000 cd m-2 were achieved.