115-86-6Relevant articles and documents
Plumb,Griffin
, p. 2908 (1963)
CHEMILUMINESCENCE UPON DECOMPOSITION OF THE OZONIDE OF TRIPHENYLPHOSPHITE
Shereshovets, V. V.,Ostakhov, S. S.,Korotaeva, N. M.,Sharipov, G.L.,Kazakov, V. P.,et al.
, p. 2460 - 2462 (1989)
We have studied the spectral composition of luminescence and the kinetics of attenuation of chemiluminescence upon thermal decomposition of the ozonide of triphenylphosphite.We have established that the emitter of chemiluminescence in the IR region is singlet oxygen, and the emitter of chemiluminescence in the visible region is triphenylphosphate.
Aerobic Oxidation of Phosphite Esters to Phosphate Esters by Using an Ionic-Liquid-Supported Organotelluride Reusable Catalyst
Mihoya, Aya,Shibuya, Yuga,Ito, Akane,Toyoda, Anna,Oba, Makoto,Koguchi, Shinichi
, p. 2043 - 2045 (2020)
We describe the synthesis of an ionic-liquid (IL)-supported organotelluride catalyst and its application as a recyclable catalyst for the aerobic oxidation of phosphite esters to phosphate esters. This method shows high conversion rates, allows the ready isolation and purification of the resulting products, and exhibits good reusability of the catalyst.
Tellurium tetrachloride as an efficient chlorinating agent for di- or trialkyl phosphites: Novel synthesis of dialkyl chlorophosphates
Koh,Oh
, p. 1771 - 1774 (1993)
Various dialkyl chlorophosphates are prepared by the reaction of TeCl4 with di- or trialkyl phosphites in good yields.
Iodosobenzene and iodoxybenzene as reagents for oxygen transfer in organophosphorus chemistry
Mielniczak,Lopusiński
, p. 505 - 508 (2001)
The application of iodosobenzene (1) and iodoxybenzene (2) for the oxidation reaction of phosphorous, phosphorothiono and phosphoroseleno compounds into the corresponding ≡P(O) analogs is demonstrated. Retention of configuration at the phosphorus atom and full stereoselectivity of these reactions in model diastereoisomeric cis- and trans-2-phenylamino-2-thiono-4-methyl-1.3.2-dioxaphosphorinans (30) as well cis- and trans-2-phenylamino-2-seleno-4-methyl-1.3.2-dioxaphosphorinans (31) systems, are demonstrated.
Preparation of Flame-Resistant Liquids Based on Mixed Tri(phenyl, p-tert-butylphenyl) Phosphates by Transesterification of Triphenyl Phosphate with p-tert-Butylphenol
Karchevskaya, O. G.,Korneeva, G. A.,Kron, T. E.,Noskov, Yu. G.
, p. 1237 - 1243 (2020)
Abstract: The possibility of controlling the composition of a mixture of triphenyl phosphate, p-tert-butylphenyl diphenyl phosphate, di(p-tert-butylphenyl)phenyl phosphate, and tri(p-tert-butylphenyl) phosphate, formed by transesterification of triphenyl phosphate with p-tert-butylphenol, was demonstrated. The amount of p-tert-butylphenol necessary for transesterification of triphenyl phosphate to yield a mixture of phosphates of required composition was determined. If necessary, the composition of the phosphates can be adjusted by selective distillation of triphenyl phosphate in a vacuum.
Zero-Valent Amino-Olefin Cobalt Complexes as Catalysts for Oxygen Atom Transfer Reactions from Nitrous Oxide
Gianetti, Thomas L.,Rodríguez-Lugo, Rafael E.,Harmer, Jeffrey R.,Trincado, Monica,Vogt, Matthias,Santiso-Quinones, Gustavo,Grützmacher, Hansj?rg
, p. 15323 - 15328 (2016)
The synthesis and characterization of several zero-valent cobalt complexes with a bis(olefin)-amino ligand is presented. Some of these complexes proved to be efficient catalysts for the selective oxidation of secondary and allylic phosphanes, as well as diphosphanes, even with a direct P?P bond. With 5 mol % catalyst loadings the oxidations proceed under mild conditions (25–70 °C, 7–22 h, 2 bar N2O) and afford good to excellent yields (65–98 %). In this process, the greenhouse gas N2O is catalytically converted into benign N2and added-value organophosphorus compounds, some of which are difficult to obtain otherwise.
Evaluation of kinetic parameters from the synthesis of triaryl phosphates using reaction calorimetry
Machado e Silva, Carlos F. Pinto,Da Silva, Joao F. Cajaiba
, p. 829 - 832 (2002)
Triaryl phosphates were prepared by a "one-pot" methodology through the reaction of sodium phenoxides with phosphorus oxychloride. This system can be described as a semi-batch reaction, where the phenoxides were synthesized inside the reactor anda solution of phosphorus oxychloride in toluene was added continuously through a pump. These highly exothermic reactions were performed in a Mettler RC-1 reaction calorimeter. The aim of this work was to evaluate the reaction rate and the reaction rate constant through the study of the rate of heat release. Although the phenoxides react almost immediately with phosphorus oxychloride, it was possible to notice the slight differences among the sodium phenoxides studied. The phenoxide bearing an electron-donating group (methoxy) was the most reactive, and the one bearing an electron-withdrawing group (nitro) was the least reactive one. The reactions could be considered to be feed-controlled. It was demonstrated that the reaction temperature does not affect the reaction rate and reaction rate constant in the same way that the feed rate of the phosphorus oxychloride does.
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Poshkus et al.
, p. 5022,5026 (1958)
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Quenching of a photosensitized dye through single-electron transfer from trivalent phosphorus compounds
Yasui, Shinro,Tsujimoto, Munekazu,Itoh, Kenji,Ohno, Atsuyoshi
, p. 4715 - 4720 (2000)
Various types of trivalent phosphorus compounds 1 undergo single-electron transfer (SET) to the photoexcited state of rhodamine 6G (Rho+(*)) in aqueous acetonitrile to quench the fluorescence from Rho+(*). The rate constants k(p) for the overall SET process were determined by the Stern-Volmer method. The rate is nearly constant at a diffusion-controlled limit in the region of E( 1/2 )(1) +), whereas log k(p) depends linearly on E( 1/2 )(1) in the region of E( 1/2 )(1) > 1.3 V, the slope of the correlation line being -αF/RT with α = 0.2. The potential at which the change in dependence of log k(p) on E( 1/2 )(1) occurs (1.3 V) is in accordance with the value of E( 1/2 )(Rho+(*)) (1.22 V) that has been obtained experimentally. Thus, the SET step is exothermic when E( 1/2 )(1) 1.3 V. The α-value (0.2) obtained in the endothermic region shows that the SET step from 1 to Rho+(*)is irreversible in this region. Trivalent phosphorus radical cation 1(·+) generated in the SET step undergoes an ionic reaction with water in the solvent rapidly enough to make the SET step irreversible. In contrast, the SET from amines 2 and alkoxybenzenes 3 to Rho+(*) is reversible when the SET step is endothermic, meaning that the radical cations 2(·+) and 3(·+) generated in the SET step undergo rapid 'back SET' in the ground state to regenerate 2 and 3.
REACTIONS OF TRIPHENYL PHOSPHITE WITH DI- AND TRIBROMOACETALDEHYDES
Sinyashina, T. N.,Mironov, V. F.,Ofitserov, E. N.,Konovalova, I. V.,Pudovik, A. N.
, p. 1483 - 1485 (1988)
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Diphenyl Diselenide-Catalyzed Synthesis of Triaryl Phosphites and Triaryl Phosphates from White Phosphorus
Zhang, Yue,Cai, Ziman,Chi, Yangyang,Zeng, Xiangzhe,Chen, Shuanghui,Liu, Yan,Tang, Guo,Zhao, Yufen
, p. 5158 - 5163 (2021/07/20)
Industrially important triaryl phosphites, traditionally prepared from PCl3, have been synthesized by a diphenyl diselenide-catalyzed one-step procedure involving white phosphorus and phenols, which provides a halogen- and transition metal-free way to these compounds. Subsequent oxidation of triaryl phosphites produces triaryl phosphates and triaryl thiophosphates. Phosphorotrithioates are also prepared efficiently from aromatic thiols and aliphatic thiols.
Flash production of organophosphorus compounds in flow
Nagaki, Aiichiro,Tamaki, Takashi
supporting information, (2021/09/09)
Flow synthesis techniques have received a significant amount of attention due to their high productivity. However, when reaction condition is heterogeneous, it is usually difficult to adapt it to flow synthesis. Herein, by selecting appropriate reagents, the synthesis of phosphate esters, which is commonly heterogeneous, was made homogeneous, enabling synthesis in flow systems. In addition, reaction rate was accelerated compared to the batch system. It was demonstrated that not only can the high productivity of flow synthesis be achieved in flow, but also high productivity can be achieved by accelerating the reaction. Finally, we demonstrated the synthesis of the Akiyama-Terada catalyst, a chiral organocatalysts, in a short period.
