Welcome to LookChem.com Sign In|Join Free

Cas Database

603-35-0

603-35-0

Identification

  • Product Name:Triphenylphosphine

  • CAS Number: 603-35-0

  • EINECS:210-036-0

  • Molecular Weight:262.291

  • Molecular Formula: C18H15P

  • HS Code:HOSPHINE PRODUCT IDENTIFICATION

  • Mol File:603-35-0.mol

Synonyms:Triphenylphosphine

Post Buying Request Now
Entrust LookChem procurement to find high-quality suppliers faster

Safety information and MSDS view more

  • Pictogram(s):HarmfulXn, DangerousN

  • Hazard Codes:Xn,N

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH317 May cause an allergic skin reaction H373 May cause damage to organs through prolonged or repeated exposure

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:Triphenylphosphine
  • Packaging:500g
  • Price:$ 155
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Triphenylphosphine >95.0%(T)
  • Packaging:25g
  • Price:$ 20
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Triphenylphosphine >95.0%(T)
  • Packaging:500g
  • Price:$ 82
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Triphenylphosphine >95.0%(T)
  • Packaging:100g
  • Price:$ 41
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Triphenylphosphine
  • Packaging:500 g
  • Price:$ 45
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Triphenylphosphine
  • Packaging:250 g
  • Price:$ 35
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Triphenylphosphine
  • Packaging:100 g
  • Price:$ 20
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Strem Chemicals
  • Product Description:Triphenylphosphine, 99%
  • Packaging:100g
  • Price:$ 23
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Strem Chemicals
  • Product Description:Triphenylphosphine, 99%
  • Packaging:500g
  • Price:$ 91
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Strem Chemicals
  • Product Description:Triphenylphosphine, 99%
  • Packaging:2kg
  • Price:$ 232
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 331 Articles be found

-

Wunsch et al.

, p. 33,35,36 (1969)

-

-

Kiso et al.

, p. 2779,2780 (1967)

-

Synthesis and characterization of the [Ni6Ge13(CO) 5]4- and [Ge9Ni2(PPh 3)]2- Zintl ion clusters

Esenturk, Emren N.,Fettinger, James,Eichhorn, Bryan

, p. 521 - 529 (2006)

Reactions between K4Ge9, Ni(CO)2(PPh 3)2, and 2,2,2-crypt in ethylenediamine solutions give two different products depending on reaction conditions. The [Ni6Ge 13(CO)5]4- ion (1) is formed at low temperatures (~40°C) and short reaction times whereas the [Ge 9Ni2(PPh3)]2- ion (2) forms at higher temperatures (~118°C). Both complexes were isolated as [K(2,2,2-crypt)]+ salts and characterized by single-crystal X-ray diffraction, electrospray mass spectrometry (ESI-MS) and NMR studies ( 13C and 31P). 1 has a hypo-closo cluster electron count (Wades Rules) and adopts an interpenetrating biicosahedral structure with 17 vertices and 2 interstitials, which is unique in transition metal Zintl ion clusters. 2 also has a hypo-closo cluster electron count but displays an open, nido-like 10-vertex structure with a Ni interstitial. The composition of 2 was established through ESI-MS studies and corrects an earlier report that characterized the cluster as [Ge10Ni(PPh3)]2- with an interstitial Ge.

Cluster-Mediated Conversion of Diphenylacetylene into α-Phenylcinnamaldehyde. Construction of a Catalytic Hydroformylation Cycle Based on Isolated Intermediates

Nombel, Paul,Lugan, No?l,Donnadieu, Bruno,Lavigne, Guy

, p. 187 - 196 (1999)

The present paper deals with a rational attempt to achieve the hydroformylation of diphenylacetylene onto a hydrido triruthenium cluster complex incorporating the 2-(methylamino)pyridyl group (abbreviation: MeNpy) as a hemilabile ancillary ligand [note: in all species discussed below, the bridgehead μ2-N atom is linked to the centers labeled as Ru(1) and Ru(2), whereas the pyridyl nitrogen is bound to Ru(3)]. The complex Ru3(μ-H)(μ-MeNpy)-(CO)9 (1) is shown to react cleanly with diphenylacetylene to give the alkenyl complex Ru3-(μ-MeNpy)(μ-PhC=CHPh)(CO)8 (2), the structure of which is reported. The reaction of 2 with 1 equiv of PPh3 proceeds to completion within less than 3 min at 25 °C, giving two propenoyl complexes, namely, Ru3(μ-MeNpy)(μ-O=C-PhC=CHPh)(PPh3)(CO)7 (3) (48% yield) and Ru3(μ-MeNpy)(μ-O=C-PhC=CHPh)(PPh3) 2(CO)6 (4) (19% yield), both fully characterized by spectroscopic methods and X-ray analysis. Complex 3 is an adduct of 2 with PPh3. The incorporation of the phosphine has caused a migratory CO insertion of the alkenyl group. The phosphine occupies an equatorial coordination site on Ru(1), in cis position relative to the nitrogen atom of the amido bridge. The newly formed propenoyl group occupies an equatorial bridging position across the Ru(1)-Ru(3) edge, with the acyl oxygen bound to Ru(1), in cis position relative to both the bridgehead nitrogen atom and the phosphine. The molecular structure of the second propenoyl compound, Ru3(μ-MeNpy)(μ-O=C-PhC=CHPh)-(PPh3) 2(CO)6 (4), is formally derived from the previous one, 3, by a simple substitution of an equatorial CO of Ru(2) by PPh3. The use of a 2-fold amount of phosphine for the above reaction modifies only slightly the relative abundance of 3 (30%) and 4 (44%). This indicates that 3 is not the kinetic product of the reaction between 2 and a phosphine. Further reaction of 4b with CO induces loss of one PPh3 and incorporation of two CO ligands. This produces the open 50e cluster Ru3(μ-MeNpy)(μ-O=C-PhC=CHPh)(PPh3)(CO)8 (5), in which the bridging propenoyl group now spans the open edge Ru(1)-Ru(2) (the remaining phosphine occupies an equatorial site cis to the acyl oxygen). Treatment of 2b with CO (1 atm, 25 °C, 20 min) also promotes migratory CO insertion, giving the 50e propenoyl complex Ru3(μ-MeNpy)(μ-O=C-PhC=CHPh)(CO)9 (6b), whose structure has been determined. The propenoyl group spans the open edge Ru(1)-Ru(2). Although stable in CO-saturated solutions under CO atmosphere, the complex reverts rapidly to 2 within 30 s under inert atmosphere. Treatment of 6 with CO/H2 gas mixtures under ambient conditions produces α-phenylcinnamaldehyde with concomitant recovery of 1, showing that the hydroformylation of diphenylacetylene can be achieved in a stepwise manner through the cyclic reaction sequence 1 → 2 → 6 → 1. Under nonoptimized catalytic conditions, the amount of α-phenylcinnamaldehyde obtained corresponds to about eight cycles. The metal-containing species recovered in the reactor through the catalytic runs is isolated and formulated as the bimetallic carboxamido complex [Ru{-C(O)-MeNpy}(CO)3]2 (7). Thus, it appears that deactivation of the system has taken place via CO insertion into the metal-amide bond.

Benedikt, M.,Schloegl, K.

, (1978)

George, Adrian T.,Koczon, Lenore M.,Tisdale, Robert C.,Gebreyes, Kassu,Ma, Lidun,et al.

, p. 545 - 552 (1990)

Reactions of but-2-yne-1,4-diylbis(triphenylphosphonium) dihalides with SH- and NH-nucleophiles

Bichakhchyan

, p. 1041 - 1045 (2016)

But-2-yne-1,4-diylbis(triphenylphosphonium) diiodide reacts with 2-sulfanylethan-1-ol in the presence of triethylamine to form a 1 : 1 adduct. Under similar conditions, ethane-, butane- and 2-methylbutane- 1-thiols form [4-(alkylsulfanyl)buta-1,3-dien-1-yl]triphenylphosphonium iodides, probably via β-cleavage of the original salt involving vinylethynyl intermediate. Features of the reaction of but-2-ynebisphosphonium salt with 3,5-dimethylpyrazole, hydrazine and its derivatives have been studied.

Evans, D.,Osborn, J. A.,Jardine, F. H.,Wilkinson, G.

, p. 1203 - 1204 (1965)

Eaton,Suart

, p. 4170 (1968)

The behavior of 3,3-diphenylindan-1,2-dione towards phosphonium ylides

Osman, Fayez H.,El-Samahy, Fatma A.

, p. 545 - 552 (2007)

The reaction of alkoxycarbonyl- and cyanomethylene(triphenyl)phosphoranes with 3,3-diphenylindan-1,2-dione in dry benzene at room temperature for about 5∈h led to the formation of a mixture of (E)- and (Z)-diastereomers. On the other hand, treatment of the dione with acetylmethylene(triphenyl)phosphorane afforded a mixture of (E)-3,3-diphenyl-1-(2-oxo-2-methylethylidene)indan-2-one and unexpected product (E)-3-(3,3-diphenyl-2-oxoindan-1-ylidene)-4-(triphenyl- λ5-phosphanylidene)hexane-2,5-dione, whereas with benzoylmethylene(triphenyl)phosphorane gave a mixture of (E)-3,3-diphenyl-1-(2- oxo-2-phenylethylidene)indan-2-one, [(2R *,3S *)-3-benzoyl-8,8- diphenyl-3,8-dihydro-2H-indeno{2,1-b}furan-2-yl]phenylmethanone and 1,4-diphenyl-2-(3,3-diphenyl-2-hydroxy-3H-inden-1-yl)but-2-ene-1,4-dione. The reaction mechanisms are considered and structural assignments of the new compounds are based on spectroscopic evidence. The molecular structures of the two diastereomers and the unexpected product were elucidated by X-ray crystallography. Springer-Verlag 2007.

Phosphane-functionalized heavier tetrylenes: Synthesis of silylene- And germylene-decorated phosphanes and their reactions with Group 10 metal complexes

Cabeza, Javier A.,García-álvarez, Pablo,Laglera-Gándara, Carlos J.,Pérez-Carre?o, Enrique

, p. 8331 - 8339 (2020)

The stable phosphane-functionalized heavier tetrylenes E(tBu2bzam)pyrmPtBu2 (E = Si (1Si), Ge (1Ge); tBu2bzam = N,N′-ditertbutylbenzamidinate; HpyrmPtBu2 = ditertbutyl(2-pyrrolylmethyl)phosphane) have been prepared by reacting the amidinatotetrylenes E(tB

Majundar, A. K.,Mukherjee, A. K.,Bhattacharya, R. G.

, p. 386 - 387 (1964)

Synthesis and structural characterization of isomeric 'lantern-shaped' platinum(III) complexes of formula [Pt2(PPh3)X{N(H)C(R)O}4](NO3) 2 (X=PPh3, H2O)

Bandoli, Giuliano,Dolmella, Alessandro,Intini, Francesco P.,Pacifico, Concetta,Natile, Giovanni

, p. 143 - 150 (2003)

The platinum(III) lantern type complexes [Pt2(PPh3)2{N(H)C(R)O}4](NO 3)2 [R=Me (1), But (2)], and [Pt2(H2O)(PPh3){N(H)C(But)O} 4](NO3)2 (3) were synthesized and characterized by 1H NMR and X-ray crystallography (2 and 3). The compounds can give rise to formation of isomers differing for the sets of equatorial donor atoms around each platinum, N3O/NO3 or N2O2, and, in the case of N2O2, for the cis or trans geometry. The effect of the anion upon the chemical shifts of NH protons was studied for NO3-, BF4-, and ClO4-. The stability of phosphine axial ligands in the complexes N3O/NO3-[Pt2(PPh3) 2{N(H)C(R)O}4](NO3)2 as a function of the set of donor atoms was also studied. The complex N3O/NO3-3 is the fist non-symmetric lantern-type platinum dimer to be characterized by X-ray diffraction. Comparison of the platinum/axial ligand bond distances in different complexes of this type allows to conclude that two factors contribute to the lengthening of axial bonds: the strong trans labilizing effect of the intermetallic bond and the trans-influence of the axial ligand on the second platinum unit.

TMSCl-promoted electroreduction of triphenylphosphine oxide to triphenylphosphine

Tanaka, Hideo,Yano, Tomotake,Kobayashi, Kazuma,Kamenoue, Syogo,Kuroboshi, Manabu,Kawakubo, Hiromu

, p. 582 - 584 (2011)

Direct reductive transformation of triphenylphosphine oxide to triphenylphosphine was performed successfully by electrolysis with TMSCl in an acetonitrile/BuBr/(Zn anode)-(Pt cathode)/undivided cell/constant current electrolysis system. A plausible ECEC mechanism involving the formation of silylated phosphorus radical is proposed. Georg Thieme Verlag Stuttgart New York.

-

Arai,Halpern

, p. 1571 (1971)

-

Woods, T. A.,Boyd, T. E.,Biehl, E. R.,Reeves, P. C.

, p. 2416 - 2418 (1975)

Augustine, R. L.,Peppen, J. F. van

, (1970)

Electrochemical deoxygenation of triphenylphosphine oxide

Yanilkin,Gromakov,Nigmadzyanov

, p. 1257 - 1258 (1996)

-

Triphenylphosphonium Bromide: A Convenient and Quantitative Source of Gaseous Hydrogen Bromide

Hercouet, A.,Corre, M. Le

, p. 157 - 158 (1988)

Thermolysis of triphenylphosphonium bromide in refluxing xylene provides quantitative yield of anhydrous hydrogen bromide.

Electroreduction of triphenylphosphine dichloride and the efficient one-pot reductive conversion of phosphine oxide to triphenylphosphine

Yano, Tomotake,Kuroboshi, Manabu,Tanaka, Hideo

, p. 698 - 701 (2010)

Electroreduction of triphenylphosphine dichloride in acetonitrile was performed successfully in an undivided cell fitted with an aluminium sacrificial anode and a platinum cathode. Further, the one-pot transformation of triphenylphosphine oxide to triphenylphosphine was achieved successfully by the treatment of triphenylphosphine oxide in acetonitrile with oxalyl chloride and subsequent electrochemical reduction.

Nonterminating alternating copolymerization of ethene with carbon monoxide and the synthesis of graft polymers with alt-ethene-carbon monoxide blocks

Kacker, Smita,Sen, Ayusman

, p. 10591 - 10592 (1995)

-

DISSOCIATION OF THE (4H-FLAVEN-4-YL)TRIPHENYLPHOSPHONIUM CATION IN ACETONITRILE

Bumber, A. A.,Kisarova, L. I.,Arzumanyants, E. A.,Abaev, V. T.,Palui, G. A.

, p. 868 - 871 (1989)

The thermodynamic and kinetic parameters of the reversible dissociation of (4H-flaven-4-yl)triphenylphosphonium perchlorate in acetonitrile were determined.

Synthesis of ruthenium phenylindenylidene, carbyne, allenylidene and vinylmethylidene complexes from (PPh3)3-4RuCl2: A mechanistic and structural investigation

Shaffer, Erika A.,Chen, Chun-Long,Beatty, Alicia M.,Valente, Edward J.,Schanz, Hans-J?rg

, p. 5221 - 5233 (2007)

The reaction of (Ph3P)3RuCl2 with 1,1-diphenyl-2-propyn-1-ol was investigated in various solvents. The reaction in thf under reflux is reported to produce the (PPh3)2Cl2Ru(3-phenylindenylidene) complex (3) which has undergone rearrangement of the allenylidene C3-spine. We have improved the reliability of the reported synthesis by adding acetyl chloride which converts the formed water of the reaction and thus increases the acidity of the reaction solution. Without the additive, we observed the exclusive formation of an intermediate of the transformation and identified it as dinuclear (PPh3)2ClRu(μ-Cl)3(PPh3)2Ru{double bond, long}C{double bond, long}C{double bond, long}CPh2 complex (5). The reaction of (Ph3P)3-4RuCl2 with 1,1-diphenyl-2-propyn-1-ol in CH2Cl2 or C2H4Cl2 under reflux in the presence of excess conc. aqueous HCl afforded the new, neutral (PPh3)2Cl3Ru{triple bond, long}C-CH{double bond, long}CPh2 carbyne complex (7), an HCl adduct of previously elusive (PPh3)2Cl2Ru{double bond, long}C{double bond, long}C{double bond, long}CPh2 complex 6 in high yields. In contrast to the formation of complex 3, the reaction in a non-coordinating solvent did not afford the rearrangement of the allenylidene C3-spine. Complex 7 was converted into complex 3 in thf under reflux under loss of a molecule HCl. Complex 7 was converted with triethylamine under loss of HCl to complex 6. Pentacoordinate complex 6 was crystallized in the presence of O-donor ligands (EtOH, MeOH and H2O) to give hexacoordinate (PPh3)2Cl2(ROH)Ru{double bond, long}C{double bond, long}C{double bond, long}CPh2 (R = H, CH3, C2H5) complexes (9)-(11) with the O-donor coordinating in trans-position to the allenylidene moiety. The reaction of complex 7 with 2 equiv. of 4-(N,N-dimethylamino)pyridine (DMAP) gave hexacoordinate (PPh3)2Cl2(DMAP)Ru{double bond, long}C{double bond, long}C{double bond, long}CPh2complex (12) with one molecule DMAP also coordinating in trans-position to the allenylidene group. Methanol and acetic acid in the absence of strong bases afforded the Fischer-carbene complexes (PPh3)2Cl2Ru{double bond, long}C(OCH3)-CH{double bond, long}CPh2 (14) and (PPh3)2Cl2Ru{double bond, long}C(OAc)-CH{double bond, long}CPh2 (15) where the nucleophile added to the α-carbon atom. The structures of complexes 5, 7, 9-11, 14, and 15 were solved via X-ray crystallography.

Metalloboranes. I. Metal complexes of B3, B9, B9S, B10, and B11 borane anions

Klanberg,Muetterties,Guggenberger

, p. 2272 - 2278 (1968)

Triborohydride ion (B3H8-) reacts with metal hexacarbonyls to give M(CO)4B3H8- with M = Cr, Mo, W. Isolated as crystalline salts, these anions are yellow and air stable. The triborohydride moiety is attached to the metal atom in these complexes by means of two adjacent M-H-B three-center bonds as shown by the crystal structure analysis of a Cr(CO)4-B3H8- salt. An identical mode of structural attachment is proposed for the complexes of [(C8H5)3P]2M′B 3H8 (M′ = Cu, Ag) and (C5H5)2TiB3H8. The fragment anions B9H14- and B9H12S- form a series of colorless tristriphenylphosphine complexes of copper, silver, and gold which appear to be simple salts in the solid state and in highly polar media. X-Ray studies of the gold derivative show a trigonal P3Au+ cation and a B9H12S- anion with the predicted B9S skeleton (B10H142- analog). In solution, particularly nonpolar media, there appears to be a significant interaction between the cation and the anion as evidenced by the perturbation of the characteristic B9H14- and B9H12S- B11 nmr spectra. Analogous metal complexes derived from B10H13- show varied behavior and in some of these, particularly the copper derivative, there may be metalborane interactions. The properties of copper and gold phosphine derivatives of B11H14- are consonant with simple salts of B11H14-.

Mono-and dihydrophosphoranes and dihydrophosphoranates as intermediates in the reaction of phosphonium salts with LiAiH4

Donoghue, Neil,Gallagher, Michael J.

, p. 169 - 173 (1997)

Reduction of tetraphenylphosphonium bromide with LiAlH(D)4 at room temperature affords first the monohydrophosphorane Ph4PH, then the dihydrophosphoranate anion [Ph4PH2]- which decomposes to the dihydrophosphorane Ph3PH2, all of which are identified by 31PNMR. Reductions of other phosphonium salts appear to follow a similar path. At elevated temperatures none of these intermediates is observed and attempted isolation leads to extensive decomposition.

Selective addition of wittig reagents to bifunctionalized compounds. Condensation of 3-phenyl (2-benzothiazolyl)acrylonitrile with some phosphorus ylides

Abdou, Wafaa M.,Ganoub, Neven A. F.,Shaddy, Abeer A. M.

, p. 9079 - 9088 (1998)

The behaviour of the acrylonitrile 1 toward different types of phosphorus ylides such as alkoxycarbonyl- 2a,b and β-keto-alkylidene phosphoranes 2c-e as well as arylidenephosphorane 3 has been studied. The reactions take different pathways leading to unusual products, depending only on the nature of the substituents of ylides used. All reactions proceed only in the presence of a base whereby a variety of 1,3-benzothiazolyl-[1,2-x] fused compounds, e.g. 6, 16 and 18; cyclopropene- 15 and cyclopropane- 19 derivatives as well as different types of new ylides: 7, 10 and 12a,b were isolated and established on chemical and physical evidence.

Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts

Gschwind, Ruth M.,Mende, Michael,Scott, Daniel J.,Streitferdt, Verena,Till, Marion,Wolf, Robert

supporting information, p. 1100 - 1103 (2022/02/03)

Chlorobenzenes are important starting materials for the preparation of commercially valuable triarylphosphines and tetraarylphosphonium salts, but their use for the direct arylation of elemental phosphorus has been elusive. Here we describe a simple photochemical route toward such products. UV-LED irradiation (365 nm) of chlorobenzenes, white phosphorus (P4) and the organic superphotoreductant tetrakis(dimethylamino)ethylene (TDAE) affords the desired arylphosphorus compounds in a single reaction step.

Catalytic Cleavage of Unactivated C(aryl)-P Bonds by Chromium

Ling, Liang,Luo, Meiming,Tang, Jinghua,Yuan, Shuqing,Zeng, Xiaoming

supporting information, p. 1581 - 1586 (2022/03/14)

We describe here the coupling to transform aryl phosphine derivatives by the cleavage of unactivated C(aryl)-P bonds with chromium catalysis, allowing us to achieve the reaction with alkyl bromides and arylmagnesium reagents under mild conditions. Mechani

Coordination Chemistry of Borane in Solution: Application to a STING Agonist

Lemaire, Sébastien,Zhdanko, Alexander,van der Worp, Boris A.

, (2022/04/09)

Equilibrium constants were determined for ligand exchange reactions of borane complexes with various oxygen, sulfur, nitrogen, and phosphorus nucleophiles in solution, and a binding affinity scale was built spanning a range of 12 orders of magnitude. While the Keq are minimally dependent on the solvent, the rate of ligand exchange varies significantly. The fastest and slowest rates were observed in THF and CDCl3, respectively. Moreover, the ligand exchange rate differs in a very broad range depending on stability of the starting complex. Binding of BH3 was found to be much more sensitive to steric factors than protonation. Comparing nitrogen bases having equal steric properties, a linear correlation of BH3 binding affinity vs. Br?nsted acidity was found. This correlation can be used to quickly estimate the BH3 binding affinity of a substrate if pKa is known. Kinetic studies suggest the ligand exchange to occur as a bimolecular SN2 reaction unless other nucleophilic species were present in the reaction mixture.

A Mild One-Pot Reduction of Phosphine(V) Oxides Affording Phosphines(III) and Their Metal Catalysts

Kapu?niak, ?ukasz,Plessow, Philipp N.,Trzybiński, Damian,Wo?niak, Krzysztof,Hofmann, Peter,Jolly, Phillip Iain

, p. 693 - 701 (2021/04/06)

The metal-free reduction of a range of phosphine(V) oxides employing oxalyl chloride as an activating agent and hexachlorodisilane as reducing reagent has been achieved under mild reaction conditions. The method was successfully applied to the reduction of industrial waste byproduct triphenylphosphine(V) oxide, closing the phosphorus cycle to cleanly regenerate triphenylphosphine(III). Mechanistic studies and quantum chemical calculations support the attack of the dissociated chloride anion of intermediated phosphonium salt at the silicon of the disilane as the rate-limiting step for deprotection. The exquisite purity of the resultant phosphine(III) ligands after the simple removal of volatiles under reduced pressure circumvents laborious purification prior to metalation and has permitted the facile formation of important transition metal catalysts.

Bis(pertrifluoromethylcatecholato)silane: Extreme Lewis Acidity Broadens the Catalytic Portfolio of Silicon

Thorwart, Thadd?us,Roth, Daniel,Greb, Lutz

supporting information, p. 10422 - 10427 (2021/05/27)

Given its earth abundance, silicon is ideal for constructing Lewis acids of use in catalysis or materials science. Neutral silanes were limited to moderate Lewis acidity, until halogenated catecholato ligands provoked a significant boost. However, catalytic applications of bis(perhalocatecholato)silanes were suffering from very poor solubility and unknown deactivation pathways. In this work, the novel per(trifluoromethyl)catechol, H2catCF3, and adducts of its silicon complex Si(catCF3)2 (1) are described. According to the computed fluoride ion affinity, 1 ranks among the strongest neutral Lewis acids currently accessible in the condensed phase. The improved robustness and affinity of 1 enable deoxygenations of aldehydes, ketones, amides, or phosphine oxides, and a carbonyl-olefin metathesis. All those transformations have never been catalyzed by a neutral silane. Attempts to obtain donor-free 1 attest to the extreme Lewis acidity by stabilizing adducts with even the weakest donors, such as benzophenone or hexaethyl disiloxane.

Process route upstream and downstream products

Process route

butylidenetriphenylphosphorane
3728-50-5

butylidenetriphenylphosphorane

Chlorodifluoromethane
75-45-6

Chlorodifluoromethane

1,1-difluoro-1-pentene
4980-66-9

1,1-difluoro-1-pentene

butyltriphenylphosphonium chloride
13371-17-0

butyltriphenylphosphonium chloride

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
In various solvent(s); Product distribution; Mechanism;
88%
hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

triphenyl-phosphine; compound with antimony trichloride

triphenyl-phosphine; compound with antimony trichloride

antimony(III) chloride
10025-91-9

antimony(III) chloride

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
tetrachlorosilane
10026-04-7,53609-55-5

tetrachlorosilane

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
{C<sub>18</sub>H<sub>15</sub>PC<sub>4</sub>H<sub>9</sub>}{NiBr<sub>3</sub>(Triphenylphosphin)}
23626-32-6

{C18H15PC4H9}{NiBr3(Triphenylphosphin)}

n-butyl(triphenyl)phosphonium bromide
1779-51-7

n-butyl(triphenyl)phosphonium bromide

triphenylphosphine
603-35-0

triphenylphosphine

nickel dibromide
13462-88-9

nickel dibromide

Conditions
Conditions Yield
thermal decompn.;
{C<sub>18</sub>H<sub>15</sub>PC<sub>4</sub>H<sub>9</sub>}{NiCl<sub>3</sub>(Triphenylphosphin)}

{C18H15PC4H9}{NiCl3(Triphenylphosphin)}

butyltriphenylphosphonium chloride
13371-17-0

butyltriphenylphosphonium chloride

triphenylphosphine
603-35-0

triphenylphosphine

nickel dichloride
83864-14-6

nickel dichloride

Conditions
Conditions Yield
thermal decompn.;
{C<sub>18</sub>H<sub>15</sub>PC<sub>4</sub>H<sub>9</sub>}{NiJ<sub>2</sub>Br(Triphenylphosphin)}

{C18H15PC4H9}{NiJ2Br(Triphenylphosphin)}

nickel(II) iodide
13462-90-3

nickel(II) iodide

n-butyl(triphenyl)phosphonium bromide
1779-51-7

n-butyl(triphenyl)phosphonium bromide

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
thermal decompn.;
{C<sub>18</sub>H<sub>15</sub>PC<sub>4</sub>H<sub>9</sub>}{NiCl<sub>2</sub>Br(Triphenylphosphin)}

{C18H15PC4H9}{NiCl2Br(Triphenylphosphin)}

n-butyl(triphenyl)phosphonium bromide
1779-51-7

n-butyl(triphenyl)phosphonium bromide

triphenylphosphine
603-35-0

triphenylphosphine

nickel dichloride
83864-14-6

nickel dichloride

Conditions
Conditions Yield
thermal decompn.;
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

triethyl phosphite
122-52-1

triethyl phosphite

phenylphosphinic acid
1779-48-2

phenylphosphinic acid

triphenylphosphine
603-35-0

triphenylphosphine

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

Conditions
Conditions Yield
phenylmagnesium bromide; triethyl phosphite; In tetrahydrofuran; Inert atmosphere;
Inert atmosphere; Acidic aq. solution;
18%
5%
14%
butyl magnesium bromide
693-04-9

butyl magnesium bromide

dichlorotriphenyl-λ<sup>4</sup>-phosphane
19171-57-4

dichlorotriphenyl-λ4-phosphane

butyltriphenylphosphonium chloride
13371-17-0

butyltriphenylphosphonium chloride

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
butyl magnesium bromide; dichlorotriphenyl-λ4-phosphane; In tetrahydrofuran; dichloromethane; at -41 ℃; for 1h; Inert atmosphere;
With hydrogenchloride; In diethyl ether; water; for 0.166667h;
n-butyllithium
109-72-8,29786-93-4

n-butyllithium

dichlorotriphenyl-λ<sup>4</sup>-phosphane
19171-57-4

dichlorotriphenyl-λ4-phosphane

butyltriphenylphosphonium chloride
13371-17-0

butyltriphenylphosphonium chloride

triphenylphosphine
603-35-0

triphenylphosphine

Conditions
Conditions Yield
n-butyllithium; dichlorotriphenyl-λ4-phosphane; In hexane; dichloromethane; at -83 ℃; for 1h; Inert atmosphere;
With hydrogenchloride; In diethyl ether; water; for 0.166667h;

Global suppliers and manufacturers

Global( 160) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:55
  • Country:China (Mainland)
  • Hangzhou Dingyan Chem Co., Ltd
  • Business Type:Manufacturers
  • Contact Tel:86-571-86465881,86-571-87157530,86-571-88025800
  • Emails:sales@dingyanchem.com
  • Main Products:95
  • Country:China (Mainland)
  • Simagchem Corporation
  • Business Type:Manufacturers
  • Contact Tel:+86-592-2680277
  • Emails:sale@simagchem.com
  • Main Products:110
  • Country:China (Mainland)
  • EAST CHEMSOURCES LIMITED
  • Business Type:Manufacturers
  • Contact Tel:86-532-81906761
  • Emails:josen@eastchem-cn.com
  • Main Products:97
  • Country:China (Mainland)
  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • LIDE PHARMACEUTICALS LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-25-58409506
  • Emails:lide@lidepharma.com
  • Main Products:56
  • Country:China (Mainland)
  • Antimex Chemical Limied
  • Business Type:Lab/Research institutions
  • Contact Tel:0086-21-50563169
  • Emails:anthony@antimex.com
  • Main Products:163
  • Country:China (Mainland)
close
Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 603-35-0
Post Buying Request Now
close
Remarks: The blank with*must be completed