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*  Intramolecular Heck reaction
Palladium(II) acetate is cheap and may be reduced in situ to palladium(0) with phosphine. Three equivalents of phosphine per ... Base mediates the oxidation of a phosphine ligand by palladium(II) to a phosphine oxide. Oxidative addition then generates the ... typically bound to two phosphine ligands) to give complex I. Dissociation of a phosphine ligand followed by association of the ... Bidentate phosphine ligands are common in asymmetric reactions to enhance stereoselectivity. A wide variety of bases may be ...
*  Sonogashira coupling
The Pd II catalyst is reduced to Pd0 in the reaction mixture by either an amine, a phosphine ligand, or a reactant, allowing ... Examples of such palladium catalysts include compounds in which palladium is ligated to phosphines (Pd(PPh3)4). A common ... Arylpalladium Halide Complexes with a Hindered Phosphine as the Only Dative Ligand", J. Am. Chem. Soc., 124: 9346-9347, doi: ...
*  Diphosphines
When the two phosphine substituents are linked by two to four carbon centres, the resulting ligands often chelate rings with a ... To position phosphine donor groups trans on a coordination sphere, several atoms are required to link the donor centres and ... ISBN 0-08-035945-0 Gareth J. Rowlands "Planar Chiral Phosphines Derived from [2.2]Paracyclophane" Israel Journal of Chemistry ... Another popular method, suitable for preparing unsymmetrical diphosphines, involves the addition of secondary phosphines to ...
*  Organogold chemistry
The development of well-defined phosphine- or NHC-ligated gold(I) complexes was an important advance and led to significant ... In a simple mechanistic picture, gold(I) simultaneously coordinates to two phosphine ligands and the carbon isocyanate group ...
*  Ligand cone angle
Originally applied to phosphines, the cone angles were originally determined by taking measurements from accurate physical ... Despite being monovalent, some phosphines are large enough to occupy more than half of the coordination sphere of a metal ... Tertiary phosphine ligands are commonly classified using this parameter, but the method can be applied to any ligand. The term ...
*  Phenylphosphine
Like other primary phosphines, phenylphosphine has an intense penetrating odor and is highly oxidizable. It is mainly used as a ... C6H5PH2 + O2 → C6H5P(OH)2 Bis(2-cyanoethylphenyl)phosphine, which is of interest as a synthetic intermediate, can be made from ... C6H5PH2 + 2CH2=CHCN → C6H5P(CH2CH2CN)2 Bis(2-cyanoethylphenyl)phosphine is a useful precursor to 1-phenyl-4-phosphorinanone by ...
*  Aminophosphine
Typical aminophosphines undergo many of the reactions of tertiary phosphines: (i) oxidation to the oxide, (ii) P-alkylation (e. ... phosphine (P(NMe2)3) is commonly available. Intermediate members are known, such as Ph2PN(H)Ph. These compounds are typically ...
*  Phosphine oxide
It has been detected with mass spectrometry as a reaction product of oxygen and phosphine, by means of FT-IR in a phosphine- ... Phosphine oxide is tautomeric with phosphinous acid (H2POH). Phosphine oxide is reported as an intermediate in the room- ... of tertiary phosphines: R3P + 1/2 O2 → R3PO Basic phosphines, such as trialkyl derivatives, are prone to this reaction. The ... HCl One common way of synthesizing tertiary phosphine ligands is by deoxygenation of phosphine oxides (OPR3) with ...
*  Metal phosphine complex
Gilheany, D. G. (1994). "No d Orbitals but Walsh Diagrams and Maybe Banana Bonds: Chemical Bonding in Phosphines, Phosphine ... phosphines do not change the overall charge of the metal complex. These complexes may be prepared by addition of phosphines to ... ligands with two phosphine groups bind more tightly to metal centers than do two monodentate phosphines. The conformation of ... In early work, phosphine ligands were thought to utilize 3d orbitals to form M-P pi-bonding, but it is now accepted that d- ...
*  Dialkylbiaryl phosphine ligands
... were first described by Stephen L. Buchwald in 1998 for their use in palladium-catalyzed ... DavePhos is the first reported dialkylbiaryl phosphine ligand and was initially used in mild Pd-catalyzed Suzuki-Miyaura cross- ... Su, Mingjuan; Buchwald, Stephen L. (7 May 2012). "A Bulky Biaryl Phosphine Ligand Allows for Palladium-Catalyzed Amidation of ... AlPhos is one of the newest commercially available Dialkylbiaryl phosphine ligands. Reported in 2015, this ligand allows for ...
*  Tris(trimethylsilyl)phosphine
... is the organophosphorus compound with the formula P(SiMe3)3 (Me = methyl). It is a colorless ... Tris(trimethylsilyl)phosphine is prepared by treating trimethylsilyl chloride, white phosphorus, and sodium-potassium alloy: 1/ ... The compound hydrolyzes to give phosphine: P(SiMe3)3 + 3 H2O → PH3 + 3 HOSiMe3 Treatment of certain acyl chlorides with tris( ... Becker, Gerd; Schmidt, Helmut; Uhl, Gudrun; Uhl, Werner (1990). "Tris(trimethylsilyl)phosphine and lithium bis(trimethylsilyl) ...
*  Organoruthenium chemistry
While monodentate phosphine ligands such as triphenyphosphine and tricyclohexylphosphine are most common, bidentate phosphine ... The phosphine complexes are analogous to those or ruthenium, but hydride derivatives, e.g. OsHCl(CO)(PPh3)3, tend to be more ... A notable example is 2nd generation Grubbs' catalyst, in which a phosphine of the 1st generation catalyst is replaced by an NHC ... phosphines, especially triphenylphosphine. N-heterocyclic carbenes (NHCs). cyclopentadienyl ligands. various arenes and dienes ...
*  Triphosphane
ISBN 0-08-037941-9. Marianne Baudler, Klaus Glinka (1993). "Monocyclic and polycyclic phosphines". Chem. Rev. 93: 1623-1667. ...
*  Calcium monophosphide
doi:10.1016/0022-5088(73)90107-0 Marianne Baudler, Klaus Glinka (1993). "Monocyclic and polycyclic phosphines". Chem. Rev. 93 ( ...
*  Diphosphane
It is the impurity that typically causes samples of phosphine to ignite in air. An older name is diphosphine. Diphosphane ... Pnictogen hydride Marianne Baudler, Klaus Glinka (1993). "Monocyclic and polycyclic phosphines". Chem. Rev. 93 (4): 1623-1667. ... slightly contaminated with phosphine. Reaction of diphosphine with butyllithium affords a variety of condensed polyphosphine ...
*  Aluminium phosphide poisoning
The following reaction releases phosphine when AlP reacts with water in the body: AlP + 3 H2O → Al(OH)3 + PH3, and AlP + 3 HCl ... "Phosphine". The National Institute for Occupational Safety and Health (NIOSH). Centers for Disease Control and Prevention. ... The toxicity of aluminium phosphide is attributed to the liberation of phosphine gas, a cytotoxic compound that causes free ... The CDC has classified phosphine as immediately dangerous to life at 50 parts per million. After ingestion, toxic features ...
*  Phosphorous acid
On heating at 200 °C, phosphorous acid disproportionates to phosphoric acid and phosphine: 4 H3PO3 → 3 H3PO4 + PH3 This ... ISBN 0-471-93620-0. Gokhale, S. D.; Jolly, W. L. (1967). "Phosphine". Inorganic Syntheses. 9: 56-58. doi:10.1002/9780470132401. ...
*  Pincer ligand
The original work on PCP ligands arose from studies of the Pt(II) complexes derived from long-chain ditertiary phosphines, ... Although the most common class of pincer ligands features PCP donor sets, variations have been developed where the phosphines ... Most pincer ligands contain phosphines. Reactions of metal-pincer complexes are localized at three sites perpendicular to the ... were anionic with a carbanion as the central donor site and flanking phosphine donors; these compounds are referred to as PCP ...
*  Palladium-catalyzed coupling reactions
Phosphines are labile, sometimes requiring additional ligand. For example, Pd(PPh3)4 would be supplemented with PPh3 to keep ... Much work is being done on replacing the phosphine ligands with other classes, such as Arduengo-type carbene complexes, as the ... phosphine ligands are typically oxygen sensitive (easily oxidized) and must be handled under an inert atmosphere. ... the palladium coordinated despite loss of the labile phosphine ligands. A concern with the use of palladium in the preparation ...
*  Michaelis-Arbuzov reaction
Phosphorigsäureester oder O-Phosphine". Berichte. 31: 1048. doi:10.1002/cber.189803101190. Arbuzov, A. E. (1906). J. Russ. Phys ... This reaction is widely used for the synthesis of various phosphonates, phosphinates, and phosphine oxides. Several reviews ...
*  Colloidal gold
"Phosphine-Stabilized Gold Nanoparticles." Nanomanufacturing Process Database (n.d.): n. pag. Web. 14 Nov. 2016. http://www. ... "Phosphine-Stabilized Gold Nanoparticles." Nanomanufacturing Process Database (n.d.): n. pag. Web. 14 Nov. 2016. http://www. ...
*  Phospholane
CS1 maint: Uses authors parameter (link) K. Sommer (1970). "Zur Spaltung tertiärer Phosphine. II". Zeitschrift fuer ...
*  Perrhenic acid
... in the presence of HCl undergoes reduction in the presence of thioethers and tertiary phosphines to give Re(V) ... Parshall, G. W.; Shive, L. W.; Cotton, F. A. (1997). "Phosphine Complexes of Rhenium". Inorganic Syntheses. 17: 110-112. doi: ...
*  Phosphinane
doi:10.1016/B978-008043952-5/50012-7. K. Sommer (1970). "Zur Spaltung tertiärer Phosphine. II". Zeitschrift fuer Anorganische ...
*  1,1-Bis(diphenylphosphino)methane
W. Hewertson & H. R. Watson (1962). "The preparation of di- and tri-tertiary phosphines". J. Chem. Soc. 12: 1490-1494. doi: ...