13683-01-7Relevant academic research and scientific papers
New synthesis of trimethylsilyl diphenylphosphinite
Morgalyuk, Vasily P.,Strelkova, Tat'yana V.,Nifant'ev, Eduard E.,Brel, Valery K.
, p. 397 - 398 (2016)
Treatment of (2-hydroxyprop-2-yl)diphenylphosphine oxide with silylating agents affords trimethylsilyl diphenylphos-phinite in high yield.
Extraction of Uranium(VI), Thorium(IV), and Trivalent Rare Earths from Nitric Acid Solutions with {[2-(2-Diphenylphosphoryl)-4-ethylphenoxy]ethyl}diphenylphosphine Oxide
Baulin, D. V.,Baulin, V. E.,Karandashev, V. K.,Turanov, A. N.
, p. 1012 - 1019 (2020)
Abstract: A new extractant, {[2-(2-diphenylphosphoryl)-4-ethylphenoxy]ethyl}diphenylphosphine oxide, has been synthesized, and its solutions in 1,2-dichloroethane and a ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide, have been used to extract HNO3, uranium(VI), thorium(IV), and trivalent rare earths from nitric acid solutions. The stoichiometry of the extracted complexes has been determined, and the effects of the extractant structure and HNO3 concentration in the aqueous phase on the extraction efficiency have been studied. The extraction efficiency has been found to significantly increase when ionic liquid is present in the organic phase.
Reductive conversion of phosphoryl P(O) compounds to trivalent organophosphines R3P
Zhang, Jian-Qiu,Han, Li-Biao
supporting information, (2021/02/20)
By introducing trimethylsilyl chloride (TMSCl), the pentavalent phosphoryl P(V) compounds such as triphenylphosphine oxides, secondary phosphine oxides etc., were readily converted to the corresponding R2P(OTMS) intermediates, that can further react efficiently with an electrophile R'X or with a nucleophile R'Li to produce the corresponding trivalent phosphines R2PR’. Chiral phosphines could also be obtained stereospecifically by this strategy.
Novel Bis[N-alkyl-N-(2-diphenylphosphinylethyl)]diglycolamides: Synthesis and NMR Spectroscopy Studies
Bondarenko,Tcarkova,Belus’,Artyushin,Peregudov
, p. 181 - 189 (2021/03/20)
Abstract: Pentadentate bis[N-alkyl-N-(2-diphenylphosphinylethyl)]diglycolamides [Ph2P(O)CH2CH2N(R)· C(O)CH2]2O, where R Me, Bu, Oct, were synthesized by reaction of diglycolyl chloride with N-alkyl-N-(2-diphenylphosphinylethyl)amines Ph2P(O)CH2CH2NHR obtained by reacting diphenyl(2-phenoxyethyl)phosphine oxide with primary alkylamines in DMSO in the presence of an aqueous alkali. Structure of the prepared compounds was studied by 1H, 13C, and 31P NMR spectroscopy.
2-Phenoxyethyldiphenylphosphine oxide as an equivalent of diphenylvinylphosphine oxide in nucleophilic additions
Bondarenko, Natalia A.,Tcarkova, Kseniia V.,Belus', Svetlana K.,Artyushin, Oleg I.
, p. 902 - 910 (2021/06/25)
A facile method for the synthesis of β-functionalized ethyldiphenylphosphine oxides is developed based on readily available 2-phenoxyethyldiphenylphosphine oxide used as an equivalent of diphenylvinylphosphine oxide in the reactions of addition of different PH- and NH-nucleophiles in DMSO in the presence of KOH. The transformations of labile phosphine oxides of a general formula Ph2P(O)CH2CH2OR, where R = Ph, H, or Ph2P(O)CH = CH2, in aq.KOH/DMSO and solid KOH/DMSO systems are explored in the absence of nucleophilic reagents.
Chlorosilane-Catalyzed Coupling of Hydrogen Phosphine Oxides with Acyl Chlorides Generating Acylphosphine Oxides
Zhang, Jian-Qiu,Han, Li-Biao
supporting information, p. 4633 - 4637 (2020/06/23)
We report a new method for the synthesis of acylphosphine oxides by the direct coupling of hydrogen phosphine oxides and acyl chlorides mediated by chlorosilanes. This new protocol is greener and safer, because it precludes the generation of volatile haloalkanes and the use of oxidants employed in the conventional methods. Moreover, moisture-unstable acylphosphine oxides that are difficult to prepare via the conventional methods can be generated using this new method.
New synthesis of trimethylsilyl esters of phosphorus(III) acids
Morgalyuk, Vasily,Strelkova, Tatyana,Brel, Valery
, p. 1993 - 1997 (2019/11/13)
Abstract: A novel synthetically important reaction has been developed for the quick, convenient, and high-yield preparation of trimethylsilyl esters of phosphorus(III) acids, synthetically valuable Michaelis–Arbuzov reaction precursors. Commercially and synthetically available initial compounds used are derivatives of propan-2-ol phosphorylated in the second position capable of long-term storage and available silylating reagents: hexamethyldisilazane, bis(trimethylsilyl)acetamide, and diethyl(trimethylsilyl)amine. Also, a stepwise reaction scheme of the starting compounds with silylating reagents has been proposed. Graphic abstract: [Figure not available: see fulltext.].
ω-haloalkylphosphoryl compounds: Synthesis and properties
Ragulin
, p. 1928 - 1937 (2013/06/05)
A general method of the synthesis of ω-haloalkylphosphoryl compounds was developed, a series of compounds of phosphonic and phosphine oxide type were synthesized. The ability of some ω-haloalkylphosphonates to undergo intramolecular cyclization into the corresponding 1,2-oxaphospholane and 1,2-oxaphosphorine was investigated depending on the solvent polarity, the presence of halogen ions in the solution, and temperature. Tetrahydrofuran was chosen as one of the most suitable solvents for the alkylation of CH acids with ω-haloalkylphosphoryl compounds.
Development of a new class of chiral phosphorus ligands: P-chirogenic diaminophosphine oxides. A unique source of enantioselection in Pd-catalyzed asymmetric construction of quaternary carbons
Nemoto, Tetsuhiro,Masuda, Takamasa,Matsumoto, Takayoshi,Hamada, Yasumasa
, p. 7172 - 7178 (2007/10/03)
We have recently developed a new class of chiral phosphorus ligands: P-chirogenic diaminophosphine oxides. These pentavalent phosphorus compounds have been successfully applied to Pd-catalyzed asymmetric construction of tertiary and quaternary carbons. The actual ligand structure was the trivalent phosphorus species 17, which was generated in situ by BSA-induced P(V) to P(III) transformation of 6, the preligand. Detailed mechanistic studies, including asymmetric amplification and initial rate kinetics, revealed that complex 18 [Pd-17 (1:2) complex] was the active catalyst. The important function of the nitrogen atom on the sidearm in the ligands was also clarified. The source of enantioselection in the construction of asymmetric quaternary carbons was the secondary ligand substrate interaction mediated by N-Zn coordination.
TRIMETHYLSILYLTRIMETHYLSILOXYDIORGANYLPHOSPHONIUM IODIDES
Gomelya, N. D.,Feshchenko, N. G.
, p. 2338 - 2341 (2007/10/02)
Diorganyliodophosphines react with hexamethyldisiloxane on heating the mixtures in a absolutely inert and dry atmosphere with the formation of a new type of phosphorus-silicon organic compounds containing phosphorus-silicon and phosphorus-oxygen-silicon bonds - trimethylsilyltrimethylsiloxydiorganylphosphonium iodides.The bis(trimethylsiloxy)diorganylphosphonium iodides are formed in the presence of traces of oxygen.
