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inquiryName: Tetrakis(triphenylphosphine)palladium(0) CAS No :14221-01-3 MF:C72H60P4Pd MW:578.62 EINECS No :238-086-9 Appearance: yellowish powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:Syntheses Materi
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inquiryTetrakis(triphenylphosphine)palladium Basic information Product Name: Tetrakis(triphenylphosphine)palladium Synonyms: (beta-4)-palladiu;Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min;Tetrakis(triphenylphosphine)palla
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inquiryPacking: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:yellow powder Storage:keep in cool and dry plac
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inquiryTetrakis(triphenylphosphine)palladium CAS: 14221-01-3 Specification Item Standard Identification A.H-NMR:Comply with the structure B.LC-MS:Comply with the structure
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inquirytriphenylphosphine
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
In methanol for 1.5h; Heating / reflux; | 98% |
triphenylphosphine
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; ascorbic acid In dimethyl sulfoxide at 20 - 60℃; for 2.33333h; Reagent/catalyst; | 97.6% |
Stage #1: triphenylphosphine; palladium dichloride In N,N-dimethyl-formamide at 140℃; for 0.5h; Stage #2: With hydrazine hydrate In N,N-dimethyl-formamide at 80℃; | 95% |
Stage #1: triphenylphosphine; palladium dichloride In dimethyl sulfoxide at 20 - 145℃; Inert atmosphere; Schlenk technique; Stage #2: With hydrazine hydrate In dimethyl sulfoxide at 23℃; | 94% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With triphenylphosphine; hydrazine In water; N,N-dimethyl-formamide N2; refluxing PdCl2 and PPh3 (30 min), addn. of aq. N2H4 (80°C); pptn., filtration, washing (MeOH, ether), drying; | 95% |
A
tetrakis(triphenylphosphine) palladium(0)
B
(R)-<1-((E)-styryl)ethyl>acetylacetone
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran excess PPh3, stirring (room temp., 50 min), pptn.; filtration, org. product isolated by preparative TLC (silica, hexane/ethyl acetate); | A n/a B 94% |
A
tetrakis(triphenylphosphine) palladium(0)
B
9H-carbazole
Conditions | Yield |
---|---|
1 h, room temp.; | A n/a B 92% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With triphenylphosphine In benzene dissolving freshly prepd. (HPd2(P(C6H5)3)4(CO)(ClO4))(n) and P(C6H5)3 in benzene, stirring for 1 h at 20°C; evapn. of benzene under vac. to dryness, treating residue successively with several portions of 50% alc., washing with C6H6 and drying under vac.; elem. anal.; | 91% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With hydrogen; triphenylphosphine In toluene High Pressure; at 50°C under 40 atm of H2 for 3 h; mixed with pentane (Ar), ppt. washed with ether and pentane, dried (vac.); elem. anal.; | 90% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With anthracene; magnesium; triphenylphosphine In tetrahydrofuran byproducts: magnesium acetylacetonate; Sonication; addn. of anthracene and EtBr to Mg in THF under Ar, ultrasonic bath (35 kH), addn. of the phosphine at 65°C, then of the Pd-salt during 20 min; the mixt. is cooled to 23°C, filtn., washed (pentane), dried (vac.); | 89.5% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With triphenylphosphine In acetone excess of P(C6H5)3 under inert gas atmosphere;; | 86% |
bis-triphenylphosphine-palladium(II) chloride
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; triphenylphosphine In tetrahydrofuran byproducts: NaCl, HCl, (C6H5)3PO; stirred at 25°C for 24 h; aq. layer removed, org. layer evaporated at 40°C in vacuo, residue treated with abs. C2H5OH, stirred at 60°C for 20 min, filtered, kept at -15°C for 30 min, filtered (Ar), washed (cold abs. C2H5OH), dried in vacuo; IR, NMR; | 84% |
With sodium borohydride; triphenylphosphine In ethanol the soln. was cooled in cold water, ppt. was filtered, washed with water, EtOH, heptane; | 83% |
With hydrazine Inorg. Synth. 13 (1972) 121; |
(P(C6H5)3)2BrPdCH2COC4H9*CH2Cl2
A
tetrakis(triphenylphosphine) palladium(0)
B
3,3-dimethyl-1-(triphenylphosphanylidene)butan-2-one
Conditions | Yield |
---|---|
With potassium tert-butylate; triphenylphosphine In tetrahydrofuran Kinetics; -78°C, slow warming to room temp. over 4 h; solvent removal, extn. with Et2O, then THF, residue is Pd compd., extracts are concd., recrystn. of ppt. give phosphorane, kinetics is followedby (1)H NMR; | A 84% B 82% |
palladium diacetate
triphenylphosphine
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With ascorbic acid In dimethyl sulfoxide at 150℃; for 0.25h; Inert atmosphere; | 83% |
With sodium carbonate In N,N-dimethyl-formamide | |
In 1,2-dimethoxyethane for 0.5h; |
triphenylphosphine
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With water In benzene byproducts: acetylacetonate, triphenylphoshine oxide; under Ar, react. of PPh3 and Pd-complex in benzene, addn. of water (H2O:Pd mole ratio=20), lemon-yellow ppt.; | 81.8% |
In benzene under Ar, react. of PPh3 and Pd-complex in anhydrous benzene over the course of 48 h; PMR; | 0% |
triphenylphosphine
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
In acetone react. of Pd10(CO)14(P(C4H9)3)4 with P(C6H5)3 (molar ratio 1:50);; elem. anal.;; | 81% |
A
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With PPh3; n-Bu4NF*3H2O In dimethyl sulfoxide byproducts: Ph3PO, {Ph4P}Cl; heating a mixt. of PdCl2 and PPh3 in DMSO under Ar (140°C) yielding a yellow soln., addn. of a soln. of n-Bu4NF*3H2O in DMSO yielding a dark orange-red soln., which rapidly turned bright yellow, cooling (room temp.), stirring, pptn.; addn. of ethanol, complete pptn., further stirring (30 min), filtration, rinsing (ethanol, 2 times; Et2O), drying (vac.); | A 80% B n/a |
With PPh3; KF In dimethyl sulfoxide byproducts: Ph3PO, {Ph4P}Cl, Pd(Ph3)4; heating a mixt. of PdCl2 and PPh3 in DMSO under Ar (140°C), addn. of anhyd. KF, heating the yellow soln. (120°C, 10 min), cooling (room temp.); filtration, washing (Et2O), drying (vac.); detn. of other compds. in the filtrate by 1H-NMR; isolation of trans-(Ph3P)2Pd(Ph)Cl from the filtrate after standing several d; | A 54% B n/a |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With water; triphenylphosphine In water; benzene Kinetics; byproducts: acetylacetone, triphenylphosphine oxide; monitoring by UV and (31)P-NMR spectroscopy; gravimetric determination; | 77% |
With triphenylphosphine In benzene Kinetics; dry benzene (<0.004 M H2O); monitoring by (1)H-NMR spectroscopy; | 0% |
Na(1+)*C6H13COFe(CO)3P(C6H5)3(1-)
A
tetrakis(triphenylphosphine) palladium(0)
B
2-decen-4-one
C
dec-1-en-4-one
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran The mixt. of reagents in THF was stirred for 45 min at -78°C, allowed to warm to room temp. (CO atm.);;; ether was added, complex was filtered, filtrate was washed with water, dried over MgSO4, distilled;; | A 75% B n/a C n/a |
bis(benzonitrile)palladium(II) dichloride
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With buta-1,3-diene; diethylamine; triphenylphosphine In acetone to soln. of Pd-complex in acetone under N2 at 0°C was added butadiene, cooled, mixt. was stirred at room temp. for 2 h, mixt. was cooled to 0°C, diethylamine was added, PPh3 was added, mixt. was stirred at 0°C for 1 h; filtered off under N2, washed under N2 with ice-cold solvents: acetone, acetone/H2O and acetone, dried in vac.; | 69% |
A
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With sodium hydroxide; carbon monoxide; triphenylphosphine In sulfuric acid; butan-1-ol byproducts: CO2, H2SO4; 40°C, 1 h, filtering off ppt. (Pd(PPh3)4), sepg. org. phase, washing with H2O, addn. of 1 N aq. NaOH; Pd(PPh3)4: washing with EtOH, Et2O, drying in vac.; elem. anal.; carbonyl complex: filtering, washing with EtOH and hexane, drying in vac.; elem. anal.; | A 17.3% B 62.1% |
Na(1+)*C5H11COFe(CO)4(1-)
A
tetrakis(triphenylphosphine) palladium(0)
B
non-2-en-4-one
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran The mixt. of reagents in THF was stirred for 45 min at -78°C, allowed to warm to room temp. (Ar atm.);; ether was added, complex was filtered, filtrate was washed with water, dried over MgSO4, distilled;; | A 56% B 50% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With triphenylphosphine In diethylene glycol Kinetics; byproducts: α-methylene-γ-butyrolactone; a high-vac. bulb was charged with Pd-complex (solvate with 0.3 CH2Cl2) PPh3, and diglyme and sealed, soln. was heated at 130°C for 5 h; in a sep. run reaction was monitored by IR spectroscopy, rate consts. are given; soln. was cooled, concd. in vacuo, the resulting slurry was heated until homogeneous, cooled, filtered, ppt. was rinsed with Et2O, dried in vacuo; Pd(PPh3)4 was identified by comparison with authentic sample (IR, (1)H NMR) and by (31)P NMR; | 52% |
bis-triphenylphosphine-palladium(II) chloride
[(Me3SiN=PPh2)2C=Ge→Ge=C(PPh2=NSiMe3)2]
A
tetrakis(triphenylphosphine) palladium(0)
B
[Me3SiN=PPh2)2C=GeCl2]
Conditions | Yield |
---|---|
In tetrahydrofuran (N2); dropwise addn. of a soln. of germanium compd. in THF to a soln. ofpalladium complex in THF at 0°C, stirring at room temp. for 18 h; evapn., extn. with Et2O, filtration, concn.; | A 47% B n/a |
[(Et3P)2Pd(μ-S)(μ-CH2O)Ge(N(SiMe3)2)2]
carbon monoxide
A
tetrakis(triphenylphosphine) palladium(0)
B
[Ge(N(Si(CH3)3)2)2SC(O)CH2O]
Conditions | Yield |
---|---|
With PPh3 In toluene air-free technique; toluene was distd. to Pd-Ge complex and PPh3; CO (1 atm) added; soln. stirred for 8 d; volatiles evapd.; toluene distd.; CO (1 atm) added; soln. stirred for 12 d; volatiles removed; C5H12 added; filtered; volatiles from filtrate removed ; redissolved in C6H6; CuCl added; stirred for 15 min; volatiles removed; suspnd. in C5H12; filtered; volatiles removed; dissolved in C6H6; passed through silica gel; elem. anal.; | A n/a B 43% |
bis(cyclopentadienyl)dihydrozirconium
A
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
With benzene In benzene byproducts: hydrogen; react. of zirconocene dihydride and the palladium complex in benzene at 21°C for 20 h under dry nitrogen; identification by NMR and X-ray diffraction; | A n/a B 30% |
Conditions | Yield |
---|---|
In benzene 35°C, 10 min; | 100% |
In benzene-d6 15 min at room temp. or heating to 140°C; | 99% |
mixt. of compds. stirred for 13 h at 21 °C, under N2; evapd., washed with Et2O, dried; elem. anal.; | 95% |
With iodobenzene In benzene 35°C, 10 min; | 91% |
In toluene N2 or Ar-atmosphere; | 90% |
tetrakis(triphenylphosphine) palladium(0)
triethylphosphane telluride
Conditions | Yield |
---|---|
In toluene under inert atm., using standard drybox or Schlenk techniques, soln. of Pd- and Te-compounds heated to reflux for 40 min, pptn.; collected, washed, dried in vac., single phase (XRD); elem. anal.; | 100% |
triphenyl phosphite
tetrakis(triphenylphosphine) palladium(0)
tetrakis(triphenyl phosphite)palladium(0)
Conditions | Yield |
---|---|
In benzene excess of P(OPh)3 was added to a soln. of the Pd complex in benzene; | 100% |
tetrakis(triphenylphosphine) palladium(0)
trityl tetrafluoroborate
acetoacetic acid methyl ester
bis(triphenylphosphine)(methyl acetylacetato)palladium(II) tetrafluoroborate
Conditions | Yield |
---|---|
In acetone; benzene (N2); a soln. of CPh3BF4 and methyl acetoacetate in acetone was added to a soln. of the Pd complex in benzene, the soln. was agitated for 48 h; recrystn. from acetone-ether; elem. anal.; | 100% |
tetrakis(triphenylphosphine) palladium(0)
2,5-dimethoxy-7,7,8,8-tetramethyl-7,8-disila-bicyclo[4.2.0]octa-1,3,5-triene-3,4-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
In not given not isolated; | 100% |
tetrakis(triphenylphosphine) palladium(0)
p-benzoquinone
[palladium(0)(triphenylphosphine)2(p-benzoquinone)]
Conditions | Yield |
---|---|
In benzene under N2 atm. to suspn. Pd(PPh3)4 in benzene was added soln. benzoquinone in benzene and stirred for 30 min; soln. was concd., ether-hexane was added; | 100% |
tetrakis(triphenylphosphine) palladium(0)
bis(2-[2-(phenylsulfanyl)phenylsulfanyl]phenyl) disulfide
bis(2-[2-(phenylthio)phenylsulfanyl]benzenethiolato)palladium
Conditions | Yield |
---|---|
In benzene (Ar); Pd complex (1 equiv.) was added to soln. of thioether in C6H6 at room temp.; mixt. was stirred for 12 h; solvent removed (vac.); recrystd. (CHCl3/CH3CN); elem. anal.; | 100% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique; | 100% |
tetrakis(triphenylphosphine) palladium(0)
1,2-dichloro-2-butene
trans-bis(triphenylphosphine)palladium dichloride
Conditions | Yield |
---|---|
With diethylamine In tetrahydrofuran byproducts: P(C6H5)3, 1,3-butadiene; Ar, stirred for 24 h at room temp.; volatiles removed, ppt. washed (acetone), solvent removed; NMR; | 99% |
tetrakis(triphenylphosphine) palladium(0)
1,3-dichloro-1,1,3,3-tetrafluoro-propan-2-one
trans-bis(triphenylphosphine)palladium dichloride
Conditions | Yield |
---|---|
In Petroleum ether condensing excess ketone onto suspn. of Pt-complex (-196°C), sealing, warming to room temp., shaking for 24 h; removal of volatiles, filtration, washing (Et2O), drying (vac.); | 99% |
tetrakis(triphenylphosphine) palladium(0)
1,4-dichloro-2-butene
trans-bis(triphenylphosphine)palladium dichloride
Conditions | Yield |
---|---|
With diethylamine In tetrahydrofuran byproducts: P(C6H5)3, 1,3-butadiene; Ar, stirred for 24 h at room temp.; volatiles removed, ppt. washed (acetone), solvent removed; NMR; | 99% |
tetrakis(triphenylphosphine) palladium(0)
chloropentafluoroacetone
trans-bis(triphenylphosphine)palladium dichloride
Conditions | Yield |
---|---|
In diethyl ether condensing excess ketone onto suspn. of Pt-complex (-196°C), sealing, warming to room temp., shaking for 24 h; removal of volatiles, filtration, washing (Et2O), drying (vac.); | 99% |
tetrakis(triphenylphosphine) palladium(0)
5-bromo-2-(methylsulfonyl)pyrimidine
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane 70°C (N2-atmosphere); evapn., washing (Et2O); elem. anal.; | 99% |
Conditions | Yield |
---|---|
In hexane byproducts: PPh3; (N2); to a solution of the Pd-complex was added an excess of CSe2; at room temp.; stirred for 2 h; decanted; washed (hexane); dried (high vac.); elem. anal.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
[tricarbonyl(η(6)-4-chloroanisole)manganese]BF4
cis-[(Pd(PPh3)2Cl)(4-MeOC6H4)(Mn(CO)3)]BF4
Conditions | Yield |
---|---|
In toluene nitrogen atmosphere; equimolar amts.; stirring (35°C, dark; pptn.); filtration, washing (OEt2), drying (vac.); elem. anal.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
tricarbonyl(η(6)-chlorobenzene)manganese hexafluorophosphate
cis-[(Pd(PPh3)2Cl)(C6H5)(Mn(CO)3)]PF6
Conditions | Yield |
---|---|
In toluene nitrogen atmosphere; equimolar amts.; stirring (room temp., 18 h, dark; pptn.); filtration, washing (OEt2), drying (vac.); elem. anal.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
N-benzyl-2-iodo-N-methylaniline
trans-[Pd(C6H4N(Me)CH2Ph-2)I(PPh3)2]
Conditions | Yield |
---|---|
In benzene (Ar); addn. of palladium complex to a soln. of ligand in benzene, stirring at room temp. for 24 h; evapn., pptn. with Et2O; | 99% |
tetrakis(triphenylphosphine) palladium(0)
1,3-dialkyl-5-fluoro-6-iodouracil
Conditions | Yield |
---|---|
In benzene reaction at room temp.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
N-methylated-4-chloropyridinium triflate
Conditions | Yield |
---|---|
In toluene byproducts: PPh3; (Ar); std. Schlenk technique; suspn. of triflate salt and Pd compd. (1.01 equiv.) in toluene was stirred at 60°C for 17 h; cooled to room temp.; filtered through Celite; residue dissolved in CH2Cl2; filtered; evapd. (vac.); elem. anal.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
In dichloromethane inert atmosphere, Schlenk technique; soln. of Pd-complex treated with menthyl propiolate at ambient temp., mixt. stirred for 30 min; solvent removed (vac.), column chromy. (petroleum ether/CH2Cl2 as eluant), solvent removed; elem. anal.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
1-bromo-(-)-menthyl propiolate
Conditions | Yield |
---|---|
In dichloromethane byproducts: PPh3; under inert atmosphere; suspn. of Pd(PPh3)4 in CH2Cl2 treated with ligand at ambient temp.; stirred for 30 min; solvent removed in vac.; purified by column chromy. (silica gel, petroleum ether-CH2Cl2); solvent removed; elem. anal.; | 99% |
tetrakis(triphenylphosphine) palladium(0)
N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide
trans-Pd(η1-C(CF3)N(p-methoxyphenyl))(triphenylphosphine)2
Conditions | Yield |
---|---|
In benzene treatment of trifluoroacetimidoyl deriv. with palladium compd. in benzene at room temp. for 24 h; | 99% |
tetrakis(triphenylphosphine) palladium(0)
ClC(CF3)N(n-C6H13)
PdCl(η1-C(CF3)N(n-C6H13))(triphenylphosphine)2
Conditions | Yield |
---|---|
In benzene treatment of trifluoroacetimidoyl deriv. with palladium compd. in benzene at room temp. for 24 h; | 99% |
tetrakis(triphenylphosphine) palladium(0)
trans-NC5H4CHCHC6F4Br
[PdBr(C6F4CHCHC5H4N)(PPh3)2]
Conditions | Yield |
---|---|
In not given reaction of palladium compd. with aryl bromide at room temp., heating at45°C for 4 h; | 99% |
In water reaction of palladium compd. with aryl bromide at room temp. in THF/H2O (6:1), heating at 45°C for 4 h; | 99% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
Stage #1: C31H26ClPSSi With sodium hexamethyldisilazane In tetrahydrofuran at -40℃; Stage #2: tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; Reagent/catalyst; | 99% |
tetrakis(triphenylphosphine) palladium(0)
triphenyl-arsane
Conditions | Yield |
---|---|
In toluene at 105°C (Ar); evapn., trituration (ether); | 99% |
tetrakis(triphenylphosphine) palladium(0)
triphenylphosphine
Conditions | Yield |
---|---|
In toluene at 105°C (Ar); evapn., trituration (ether); | 99% |
tetrakis(triphenylphosphine) palladium(0)
[10-bromo-5,15-diphenylporphyrinato]-magnesium(II)
triphenylphosphine
Ni(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2
Conditions | Yield |
---|---|
In toluene at 105°C (Ar); evapn., trituration (ether); | 99% |
tetrakis(triphenylphosphine) palladium(0)
Conditions | Yield |
---|---|
In toluene at 20℃; for 16h; Sealed tube; Sonication; | 99% |
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