75354-35-7Relevant academic research and scientific papers
Platinum(II)-coordinated phosphinous acid-catalyzed alkylidenecyclopropanation of bicyclic alkenes with terminal alkynes
Bigeault, Julie,Giordano, Laurent,De Riggi, Innocenzo,Gimbert, Yves,Buono, Gerard
, p. 3567 - 3570 (2007)
New Pt(η2-acetato){[(R)(Ph)PO]2H} complexes 3 prepared from PtCl2(CH3CN)2 and secondary phosphine oxides (SPOs) catalyzed the [2 + 1] cycloaddition of phenylethyne (5a) with norbornene derivatives 4 t
Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
Beaud, Rodolphe,Phipps, Robert J.,Gaunt, Matthew J.
supporting information, p. 13183 - 13186 (2016/10/22)
Catalytic synthesis of nonracemic P-chiral phosphine derivatives remains a significant challenge. Here we report Cu-catalyzed enantioselective arylation of secondary phosphine oxides with diaryliodonium salts for the synthesis of tertiary phosphine oxides
Hydrophosphination of propargylic alcohols and amines with phosphine boranes
Busacca, Carl A.,Qu, Bo,Farber, Elisa,Haddad, Nizar,Grět, Nicole,Saha, Anjan K.,Eriksson, Magnus C.,Wu, Jiang-Ping,Fandrick, Keith R.,Han, Steve,Grinberg, Nelu,Ma, Shengli,Lee, Heewon,Li, Zhibin,Spinelli, Michael,Gold, Austin,Wang, Guijun,Wipf, Peter,Senanayake, Chris H.
supporting information, p. 1132 - 1135 (2013/04/23)
The first uncatalyzed hydrophosphinations of propargylic amines and alcohols with phosphine- borane complexes are described. The reactions proceed at ambient temperature or below without the use of protecting groups or the need to handle pyrophoric second
Steric control in the synthesis of phosphinous acid-coordinated mono- and binuclear platinum(II) complexes
Achard, Thierry,Giordano, Laurent,Tenaglia, Alphonse,Gimbert, Yves,Buono, Gerard
experimental part, p. 3936 - 3950 (2010/12/25)
Several phosphinous acid-coordinated platinum complexes were prepared and characterized. In the presence of secondary phosphine oxide (2 equiv), PtCl 2(cod) was converted to a series of cis/trans platinum complexes PtCl2[R1R2POH]2 featuring phosphinous acids (PAs) as ligands (20-29). A balance between the steric and electronic effects of ligands governs their coordination mode. NMR experiments and density functional theory calculations show that the anti conformer for trans complexes is favored by intramolecular HCl bonding. PtCl 2[R1R2POH]2 treated with NEt 3 (1 equiv) gave bimetallic platinum complexes cis-[Pt 2(μ-Cl)2{(R1R2PO) 2H}2] characterized by 31P NMR and X-ray diffraction. An unusual monometallic platinum complex, cis-[PtCl 2{(i-Bu)2PO}2H]-[HNEt 3]+ (30), was isolated and characterized as a possible intermediate in the formation of dinuclear species. Silver acetate and triethylamine both reacted with PtCl2[(t-Bu)2POH] 2 to yield new bulky Pt(κ2-acetato){[(t-Bu) 2PO]2H} platinum complex 31. The structure of complexes 20d (R1 = Ph, R2 = Cy), 21 (R1 = Ph, R 2 = t-Bu), 21d (R1 = Ph, R2 = t-Bu), 24 (R 1 = R2 = t-Bu), 25 (R1 = R2 = Cy), 30 (R1 = R2 = i-Bu), and 31 (R1 = R2 = t-Bu) were determined by X-ray diffraction.
A straightforward synthesis of unsymmetrical secondary phosphine boranes
Petit, Christelle,Favre-Reguillon, Alain,Mignani, Gerard,Lemaire, Marc
, p. 326 - 330 (2011/03/18)
A one-pot procedure for the synthesis of unsymmetrical alkyl-substituted secondary phosphine oxides is described. The sequential addition of N-benzylaniline to a solution of dichlorophenylphosphine and 1-methylimidazole in methylcyclohexane, separating of the protic ionic liquid formed, addition of Grignard reagent followed by hydrolysis gave unsymmetrical secondary phosphine oxides (SPOs) in high yield. The use of ionic liquids in the first step is essential and streamlined the synthesis. Unsymmetrical SPOs could be quantitatively reduced to secondary phosphine using a catalytic amount of Ti(OiPr)4 and tetramethyldisiloxane (TMDS) under mild reaction conditions.
[2+1] Cycloadditions of terminal alkynes to norbornene derivatives catalyzed by palladium complexes with phosphinous acid ligands
Bigeault, Julie,Giordano, Laurent,Buono, Gerard
, p. 4753 - 4757 (2007/10/03)
(Chemical Equation Presented) Two plus one makes three-membered rings in an unusual [2+1] cycloaddition of phenylethyne with norbornadiene as catalyzed by a new palladium(II) complex with phosphinous acid ligands (see scheme). A related complex (cyclohexy
Preparation of new phosphine oxide synthons: Synthesis of an analogue of muscarinic antagonists
Hall, Roger G.,Riebli, Peter
, p. 1633 - 1635 (2007/10/03)
Protected primary phosphine oxides may be obtained by reaction of ethyl (diethoxyalkyl)phosphinates with organometallic reagents. These products, stable to chromatography or distillation, may be further elaborated into new, functional unsymmetrical second
Process for preparing secondary arylphosphine oxides
-
, (2008/06/13)
The invention relates to a process for preparing secondary arylphosphine oxides of the formula (I) STR1 in which R1 to R3, independently of one another are hydrogen, halogen, trifluoromethyl, (C1 -C6)alkyl, (C1 -C6)alkoxy, di(C1 -C6)alkylamino, or diphenylamino and R4 is (C1 -C12)alkyl, cycloalkyl or aralkyl or the grouping STR2 which comprises reacting arylphosphinous alkyl esters of the formula (II) STR3 in which R1, R2, R3 and R4 have the meaning given above and R5 is (C1 -C4)alkyl, with water at elevated temperature, in a molar ratio of phosphinous ester to water of 1:1 to 1:1.5.
Degradation of (PhP)5 by Cyanide: Formation, Structure, and Reactions of the Phenyl Cyanophosphide Ion
Schmidpeter, Alfred,Zirzow, Karl-Heinz,Burget, Guenther,Huttner, Gottfried,Jibril, Ibrahim
, p. 1695 - 1706 (2007/10/02)
Phenyl cyanophosphide PhPCN- is formed in the ractions of P(CN)2- with phenyllithium and of PhP(CN)2 with CN-, and it may be prepared by nucleophilic degradation of (PhP)5 with ammonium or phosphonium cyanides.With sulfur it yields phenyl cyanodithiophosphinates 4, by alkylation alkyl(phenyl)cyanophosphanes 6 and by hydrolysis of the latter alkyl(phenyl)phosphine oxides 7. - The molecular structure of PhPCN (3c) as determined by X-ray analysis shows an almost planar anion with 102 deg CPC angle.A long PC and short CN bond in the PCN group make PhPCN- appear as "cyanide complex of phenylphosphinidene".
