92568-86-0Relevant academic research and scientific papers
Palladium-Catalyzed C-P(III) Bond Formation by Coupling ArBr/ArOTf with Acylphosphines
Chen, Xingyu,Wu, Hongyu,Yu, Rongrong,Zhu, Hong,Wang, Zhiqian
, p. 8987 - 8996 (2021/06/30)
Palladium-catalyzed C-P bond formation reaction of ArBr/ArOTf using acylphosphines as differential phosphination reagents is reported. The acylphosphines show practicable reactivity with ArBr and ArOTf as the phosphination reagents, though they are inert to the air and moisture. The reaction affords trivalent phosphines directly in good yields with a broad substrate scope and functional group tolerance. This reaction discloses the acylphosphines' capability as new phosphorus sources for the direct synthesis of trivalent phosphines.
Ready Approach to Organophosphines from ArCl via Selective Cleavage of C-P Bonds by Sodium
Ye, Jingjing,Zhang, Jian-Qiu,Saga, Yuta,Onozawa, Shunya,Kobayashi, Shu,Sato, Kazuhiko,Fukaya, Norihisa,Han, Li-Biao
supporting information, p. 2682 - 2694 (2020/07/30)
The preparation, application, and reaction mechanism of sodium phosphide R2PNa and other alkali metal phosphides R2PM (M = Li and K) have been studied. R2PNa could be prepared, accurately and selectively, via the reactions of SD (sodium finely dispersed in mineral oil) with phosphinites R2POR′ and chlorophosphines R2PCl. R2PNa could also be prepared from triarylphosphines and diarylphosphines via the selective cleavage of C-P bonds. Na was superior to Li and K for these reactions. R2PNa reacted with a variety of ArCl to efficiently produce R2PAr. ArCl is superior to ArBr and ArI since they only gave low yields of the products. In addition, Ph2PNa is superior to Ph2PLi and Ph2PK since Ph2PLi did not produce the coupling product with PhCl, while Ph2PK only gave a low yield of the product. An electron-withdrawing group on the benzene ring of ArCl greatly accelerated the reactions with R2PNa, while an alkyl group reduced the reactivity. Vinyl chloride and alkyl chlorides RCl also reacted efficiently. While t-BuCl did not produce the corresponding product, admantyl halides could give the corresponding phosphine in high yields. A wide range of phosphines were prepared by this method from the corresponding chlorides. Unsymmetric phosphines could also be conveniently generated in one pot starting from Ph3P. Chiral phosphines were also obtained in good yields from the reactions of menthyl chlorides with R2PNa. Possible mechanistic pathways were given for the reductive cleavage of R3P by sodium generating R2PNa and the substitution reactions of R2PNa with ArCl generating R2PAr.
Application of palladium-catalyzed Pd-aryl/P-aryl exchanges: Preparation of functionalized aryl phosphines by phosphination of aryl bromides using triarylphosphines
Kwong, Fuk Yee,Lai, Chi Wai,Yu, Michael,Chan, Kin Shing
, p. 5635 - 5645 (2007/10/03)
Palladium-catalyzed Pd-aryl/P-aryl interchange reaction was applied in the synthesis of various functionalized arylphosphines. This phosphination used inexpensive, readily available and air stable triarylphosphines as the phosphinating agents. Broad functional groups were compatible including keto, aldehyde, ester, nitrile, ether, chloride, pyridyl and thiophenyl groups. Halides were found to be good promoter for the rates and yields of the reaction.
Convenient synthesis of new amphiphilic triphenylphosphine analogues for aqueous biphasic catalysis
Caron, Laurent,Canipelle, Micha?l,Tilloy, Sébastien,Bricout, Hervé,Monflier, Eric
, p. 8837 - 8840 (2007/10/03)
The synthesis of three triphenylphosphine analogues with phenyl groups replaced by (4-tert-butyl)phenyl and (3-sulfonato)phenyl group is described. The surface-active properties of these new compounds are reported. The catalytic activities obtained with these phosphines in the palladium-catalyzed cleavage of undecyl allyl carbonate were up to 24000 times higher than those observed with trisulfonated triphenylphosphine, the ligand typically used in biphasic catalysis. One of these catalysts can be recovered six times without loss of catalytic activity.
A general synthesis of aryl phosphines by palladium catalyzed phosphination of aryl bromides using triarylphosphines
Kwong, Fuk Yee,Chan, Kin Shing
, p. 1069 - 1070 (2007/10/03)
Palladium catalyzed phosphination of substituted aryl bromides using triarylphosphines as the phosphinating agents has been developed; this method tolerates ketone, aldehyde, ester, nitrile, ether and chloride functional groups.
Syntheses and Spectroscopic Investigations of Substituted cis- and trans-Dichlorobis(triphenylphospane)platinum(II) Compounds
Brune, Hans Albert,Falck, Manfred,Hemmer, Reinhard,Schmidtberg, Guenter,Alt, Helmut G.
, p. 2791 - 2802 (2007/10/02)
Compounds of the type cis- and trans-dichlorobis(triphenylphosphane)platinum(II) (3) with substituents of different electronic character in the phenyl rings bonded to phosphorus have been synthesized.The coupling constants 1J and the chloro-platinum valence vibrational frequencies are demonstrated to be criteria for unambiguous discrimination between cis- and trans-configurations at platinum; a linear correlation exists between the sum of the ?-constants of the sustituents at the triphenylphosphane and the coupling constants 1J.
