- The reaction of N-dichlorophosphoryl-P-trichlorophosphazene with alkyl grignard reagents
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The reactions of N-dichlorophosphoryl-P-trichlorophosphazene Cl3P=N-P(O)Cl2 (1) with benzylmagnesium bromide, 2-phenylethylmagnesium bromide, trimethylsilylmethylmagnesium chloride, n-butylmagnesium bromide, cyclohexylmagnesium bromide, cyclopentylmagnesium bromide, tert-butylmagnesium bromide, iso-propylmagnesium bromide, and ethylmagnesium bromide were studied. Tri- and pentaalkyl phosphazenes were obtained in very poor yield from trimethylsilylmethylmagnesium chloride and cyclohexylmagnesium bromide, respectively. Trialkylphosphoryl compounds formed from benzyl-, 2-phenylethyl-, and n-butylmagnesium bromide. No phosphorus compound could be isolated from the reaction of 1 with t-butyl-, cyclopentyl-, iso-propyl-, and ethylmagnesium bromide.
- Asian,Ozturk,Arslan
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- Method for compounding organphosphorus by using black phosphorus
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The invention discloses a method for compounding organphosphorus by using black phosphorus. The method takes the black phosphorus as a reaction raw material, safely and efficiently compounds organic phosphate, sulpho-phosphite ester, amino phosphite ester, alkylphosphine, alkylphosphine oxide and other organphosphorus with wide usages, a conventional synthsis route by using phosphorus halide and phosphate to compound the organphosphorus is avoided, the synthesis steps are simple and short, the production technology is operated simply and easily, the reproducibility is good, the reaction is simple and green, the use of a phosphorus halide reagent is avoided, the range of the synthetic organphosphorus is wider, the method satisfies the requirements of green chemical development, and the large-scale production can be achieved.
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Paragraph 0079; 0080; 0081; 0084
(2018/10/19)
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- One-pot microwave synthesis of tertiary phosphine sulfides directly from aromatic alkenes, elemental phosphorus and sulfur in KOH-DMSO system
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Aromatic alkenes (vinylbenzene, 1-(tert-butyl)-4-vinylbenzene, 1-chloro-4-vinylbenzene) react with red phosphorus and elemental sulfur in the superbasic system KOH-DMSO(H2O) under microwave irradiation (600 W, 6-8 min, Ar) in the presence of hydroquinone to afford tris(2-phenylethyl)-, tris[2-(4- tBu-phenyl)ethyl]- and tris[2-(4-Cl-phenyl)ethyl]phosphine sulfides in 53%, 38% and 42% yield, respectively.
- Kuimov, Vladimir A.,Malysheva, Svetlana F.,Gusarova, Nina K.,Korocheva, Anastasiya O.,Tromov, Boris A.
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p. 137 - 144
(2014/01/23)
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- A one-pot synthesis of a branched tertiary phosphine oxide from red phosphorus and 1-(tert-butyl)-4-vinylbenzene in KOH-DMSO: an unusually facile addition of P-centered nucleophiles to a weakly electrophilic double bond
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Red phosphorus reacts with 1-(tert-butyl)-4-vinylbenzene in a superbase media (KOH-DMSO, 90-100 °C, 3 h) to give tris[4-(tert-butyl)phenethyl]phosphine oxide in 77% yield. Microwave activation of the reaction affords the phosphine oxide in 82% yield in 6 min.
- Trofimov, Boris A.,Malysheva, Svetlana F.,Gusarova, Nina K.,Kuimov, Vladimir A.,Belogorlova, Nataliya A.,Sukhov, Boris G.
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p. 3480 - 3483
(2008/09/21)
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- Reactions of elemental phoshorus and phosphine with electrophiles in superbasic systems: XIX. Formation of the C-P bond with participation of elemental phosphorus under microwave assistance
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Microwave irradiation facilitates phosphorylation of aryl methyl chlorides and styrene with red phosphorus in the presence of strong bases and increases the yield of the main products, tertiary phosphine oxides. Nauka/Interperiodica 2007.
- Malysheva,Gusarova,Kuimov,Sukhov,Kudryavtsev,Sinyashin,Budnikova,Pai,Tolstikov,Trofimov
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p. 415 - 420
(2008/02/11)
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- Reactions of elemental phosphorus with electrophiles in super basic systems: XVII. Phosphorylation of arylalkenes with active modifications of elemental phosphorus
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The example of the phosphorylation of styrene and 2-vinylnaphthalene with elemental phosphorus in the KOH-DMSO system at room or elevated temperature was used to show that the activated red phosphorus prepared from white phosphorus under ionizing radiation has a reactivity comparable with that of white phosphorus and significantly higher than that of ordinary technical red phosphorus. 2005 Pleiades Publishing, Inc.
- Trofimov,Gusarova,Malysheva,Kuimov,Sukhov,Shaikhudinova,Tarasova,Smetannikov,Sinyashin,Budnikova,Kazantseva,Smirnov
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p. 1367 - 1372
(2007/10/03)
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- Generation of phosphide anions from phosphorus red and phosphine in strongly basic systems to form organylphosphines and -oxides
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Generation of phosphide anions from phosphorus red or phosphine under the action of strong bases followed by their reactions with organyl halides, electrophilic alkenes and alkynes proves to be the most straightforward and well-controlled route to mono-, di-or triorganylphosphines or phosphine oxides of diverse structure.
- Trofimov, Boris,Gusarova, Nina,Brandsma, Lambert
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p. 601 - 604
(2007/10/03)
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- Reactions of Red Phosphorus with Electrophiles in Superbasic Systems. VIII. Reactions of Red Phosphorus and Phosphine with Arylalkenes
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With styrene and α-methylstyrene as examples red phosphorus and phosphine were shown to react with arylalkenes in a superbasic system (KOH/DMSO), yielding bis(2-phenylethyl)phosphine, bis(2-phenylpropyl)phosphine, bis(2-phenylethyl)phosphine oxide, bis(2-phenylpropyl)phosphine oxide, 2-phenylethylphosphinic and 2-phenylpropylphosphinic acids, and tris(2-phenylethyl)phosphine oxide. Conditions for preparation of secondary phosphines and phosphine oxides were found. Phosphine was generated by treating red phosphorus wuth aqueous potassium or sodium hydroxide.
- Arbuzova,Gusarova,Malysheva,Brandsma,Albanov,Trofimov
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- A novel method for synthesizing diorganylphosphinous acids from red phosphorus and arylalkenes
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The reaction of styrene and α-methylstyrene with P in aprotic solvents in the presence of KOH affords diorganylphosphinous acids. - Key words: diorganylphosphinoyl acids, synthesis; red phosphorus; styrene; α-methylstyrene.
- Gusarova, N. K.,Trofimov, B. A.,Rakhmatulina, T. N.,Malysheva, S. F.,Arbuzova, S. N.,et al.
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p. 1591 - 1592
(2007/10/02)
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- Alkylation of phosphine PH3 generated from red phosphorus
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The generation of phosphine PH3 by alkaline hydrolysis of red phosphorus is realized. The subsequent alkylation of PH3 by terminal alkenes and alkynes in basic media leading to the corresponding aliphatic and vinylic phosphine derivatives can occur by two-steps or one-pot reaction by a Michael-like reaction mechanism.
- Semenzin, Delphine,Etemad-Moghadam, Guita,Albouy, Dominique,Koenig, Max
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p. 3297 - 3300
(2007/10/02)
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- REACTION OF RED PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS. VI. IDENTIFICATION OF THE PRODUCTS OF MECHANOCHEMICALLY ACTIVATED PHOSPHORYLATION OF PHENYLACETYLENE BY THE P-KOH-HMPT TRIAD
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Under conditions of mechanochemical and ultrasonic treatment, the P-KOH-HMPT triad reacts with phenylacetylene (75-80 deg C, 5 h) to form a mixture of stereoisomers of tristyrylphosphine and tristyrylphosphine oxide.The major reaction products are tris(Z,Z,Z-styryl)phosphine and tris(E,Z,Z-styryl)phosphine (Ia,b).These compounds isomerize on heating (160-165 deg C) into tris(E,E,E-styryl)phosphine.The latter, in contrast to its Z,Z,Z analog, is readily oxidizable by atmospheric oxygen into the corresponding E,E,E-isomer of tristyrylphosphine oxide.
- Gusarova, N. K.,Arbuzova, S. N.,Shaikhudinova, S. I.,Malysheva, S. F.,Rakhmatulina, T. N.,et al.
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p. 1224 - 1228
(2007/10/02)
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- REACTIONS OF ELEMENTARY PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC SYSTEMS. IV. REACTION OF RED PHOSPHORUS WITH STYRENE
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A systematic investigation was made of the reaction of red phosphorus with styrene in the systems KOH-H2O-HMF and KOH-H2O-DMSO, and conditions were found for the preparation of triphenylphosphine oxide in quantitative yield.
- Trofimov, B. A.,Malysheva, S. F.,Rakhmatulina, T. N.,Gusarov, A. V.,Gusarova, N. K.
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p. 1808 - 1811
(2007/10/02)
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