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14221-01-3

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14221-01-3 Usage

Chemical Properties

yellow crystals

Uses

Different sources of media describe the Uses of 14221-01-3 differently. You can refer to the following data:
1. suzuki reaction
2. Tetrakis(triphenylphosphine)palladium(0) is widely used as a catalyst for palladium-catalyzed coupling reactions.
3. Pd(PPh3)4 is widely used as a catalyst for palladium-catalyzed coupling reactions. Prominent applications include the Heck reaction, Suzuki coupling, Stille coupling, Sonogashira coupling, and Negishi coupling.
4. A high-yielding catalyst used in coupling reactions.

Reactions

Catalyst for Suzuki coupling of chiral secondary organoboronic esters. Palladium-catalyzed SNAr reactions for the synthesis of heteroaryl ethers. Catalyst for cross-coupling of a-diazocarbonyl compouns with arylboronic acids. Diastereoselective synthesis of trans-1,2-diazetidines. Palladium-catalyzed alkynyl iminium ion cyclization. Widely used reagent in a variety of transformations including Heck arylation, enyne and diyne cycloisomerization. Catalysts for cross-coupling.

Flammability and Explosibility

Nonflammable

Purification Methods

The palladium complex is recrystallised from EtOH. It should not be heated excessively as it dissociates to Pd(PPh3)3 and PdPh3 and then further to Pd(PPh3)2 and PPh3. It is also air sensitive as PPh3 is oxidized to PPh3O. It is stable only for short periods because on exposure to heat or air it turns from yellow to orange and dissociates in solution so the solutions should be used directly. However it can always be prepared freshly by mixing Pd(NO3)2 (2mmols) and PPh3(2mmols) in hot *C6H6 when vigorous evolution of nitric oxide occurs and a solid mass separates. This is collected and crystallised from EtOH. Its cryoscopic constant in *C6H6 (at 0.601g/20mL) corresponds to M 1156 [Malatesta & Angoletti J Chem Soc 1186 1957]. It is a useful catalyst for Suzuki coupling reactions [Trost Tetrahedron 33 2615 1977]. [Beilstein 16 IV 954.] This palladium catalyst bound to a polymer support (~0.06mmol/g) is also commercially available [cf Fenger & LeDrain Tetrahedron Lett 39 4287 1998]. [Beilstein 16 IV 954.]

Check Digit Verification of cas no

The CAS Registry Mumber 14221-01-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,2,2 and 1 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 14221-01:
(7*1)+(6*4)+(5*2)+(4*2)+(3*1)+(2*0)+(1*1)=53
53 % 10 = 3
So 14221-01-3 is a valid CAS Registry Number.
InChI:InChI=1/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H;/rC72H60P4Pd/c1-13-37-61(38-14-1)73(62-39-15-2-16-40-62,63-41-17-3-18-42-63)77(74(64-43-19-4-20-44-64,65-45-21-5-22-46-65)66-47-23-6-24-48-66,75(67-49-25-7-26-50-67,68-51-27-8-28-52-68)69-53-29-9-30-54-69)76(70-55-31-10-32-56-70,71-57-33-11-34-58-71)72-59-35-12-36-60-72/h1-60H

14221-01-3 Well-known Company Product Price

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  • TCI America

  • (T1350)  Tetrakis(triphenylphosphine)palladium(0)  >97.0%(T)

  • 14221-01-3

  • 1g

  • 195.00CNY

  • Detail
  • TCI America

  • (T1350)  Tetrakis(triphenylphosphine)palladium(0)  >97.0%(T)

  • 14221-01-3

  • 5g

  • 670.00CNY

  • Detail
  • TCI America

  • (T1350)  Tetrakis(triphenylphosphine)palladium(0)  >97.0%(T)

  • 14221-01-3

  • 25g

  • 1,980.00CNY

  • Detail
  • Alfa Aesar

  • (10548)  Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min   

  • 14221-01-3

  • 0.5g

  • 212.0CNY

  • Detail
  • Alfa Aesar

  • (10548)  Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min   

  • 14221-01-3

  • 2g

  • 626.0CNY

  • Detail
  • Alfa Aesar

  • (10548)  Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min   

  • 14221-01-3

  • 5g

  • 1574.0CNY

  • Detail
  • Alfa Aesar

  • (10548)  Tetrakis(triphenylphosphine)palladium(0), 99.8% (metals basis), Pd 9% min   

  • 14221-01-3

  • 10g

  • 2337.0CNY

  • Detail
  • Aldrich

  • (685364)  Tetrakis[triphenylphosphine]palladium(0),ChemDosetablets  Loading: 2μmol per tablet

  • 14221-01-3

  • 685364-100TAB

  • 6,124.95CNY

  • Detail

14221-01-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Tetrakis(triphenylphosphine)palladium

1.2 Other means of identification

Product number -
Other names Tetrakis(triphenylphosphine)palladium(0)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14221-01-3 SDS

14221-01-3Synthetic route

palladium tetraammine di(hydrogen carbonate)

palladium tetraammine di(hydrogen carbonate)

triphenylphosphine
603-35-0

triphenylphosphine

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
In methanol for 1.5h; Heating / reflux;98%
triphenylphosphine
603-35-0

triphenylphosphine

palladium dichloride

palladium dichloride

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
palladium dichloride

palladium dichloride

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
(1S),(2R),(3R)-acetylacetonato(1-methyl-3-phenyl-π-allyl)palladium(II)

(1S),(2R),(3R)-acetylacetonato(1-methyl-3-phenyl-π-allyl)palladium(II)

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

(R)-<1-((E)-styryl)ethyl>acetylacetone
118578-64-6

(R)-<1-((E)-styryl)ethyl>acetylacetone

Conditions
ConditionsYield
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%
[(P((C6H5)3))Pd((C6H4)2NH)]2

[(P((C6H5)3))Pd((C6H4)2NH)]2

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

9H-carbazole
86-74-8

9H-carbazole

Conditions
ConditionsYield
1 h, room temp.;A n/a
B 92%
HPd2(1+)*4P(C6H5)3*CO*ClO4(1-)={HPd2(P(C6H5)3)4(CO)(ClO4)}

HPd2(1+)*4P(C6H5)3*CO*ClO4(1-)={HPd2(P(C6H5)3)4(CO)(ClO4)}

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
2Pd(2+)*4CH3COO(1-)*2P(C6H5)3=[Pd(P(C6H5)3)(CH3COO)2]2

2Pd(2+)*4CH3COO(1-)*2P(C6H5)3=[Pd(P(C6H5)3)(CH3COO)2]2

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
palladium(II) acetylacetonate

palladium(II) acetylacetonate

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
Pd8(CO)10(P(C6H5)3)4

Pd8(CO)10(P(C6H5)3)4

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
With triphenylphosphine In acetone excess of P(C6H5)3 under inert gas atmosphere;;86%
bis-triphenylphosphine-palladium(II) chloride
13965-03-2

bis-triphenylphosphine-palladium(II) chloride

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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
98991-62-9

(P(C6H5)3)2BrPdCH2COC4H9*CH2Cl2

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

3,3-dimethyl-1-(triphenylphosphanylidene)butan-2-one
288390-74-9

3,3-dimethyl-1-(triphenylphosphanylidene)butan-2-one

Conditions
ConditionsYield
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
3375-31-3

palladium diacetate

triphenylphosphine
603-35-0

triphenylphosphine

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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;
bis(acetylacetonato)palladiumtriphenylphosphine

bis(acetylacetonato)palladiumtriphenylphosphine

triphenylphosphine
603-35-0

triphenylphosphine

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
Pd10(CO)12(P(C4H9)3)6

Pd10(CO)12(P(C4H9)3)6

triphenylphosphine
603-35-0

triphenylphosphine

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
In acetone react. of Pd10(CO)14(P(C4H9)3)4 with P(C6H5)3 (molar ratio 1:50);; elem. anal.;;81%
palladium dichloride

palladium dichloride

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

(phenyl)(bis-triphenylphosphine)palladium(II) chloride

(phenyl)(bis-triphenylphosphine)palladium(II) chloride

Conditions
ConditionsYield
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
bis(acetylacetonato)palladiumtriphenylphosphine

bis(acetylacetonato)palladiumtriphenylphosphine

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
bis(η3-allyl-μ-chloropalladium(II))

bis(η3-allyl-μ-chloropalladium(II))

Na(1+)*C6H13COFe(CO)3P(C6H5)3(1-)
82456-28-8

Na(1+)*C6H13COFe(CO)3P(C6H5)3(1-)

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

2-decen-4-one
63024-86-2

2-decen-4-one

C

dec-1-en-4-one
65807-57-0

dec-1-en-4-one

Conditions
ConditionsYield
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
15617-18-2, 39958-10-6, 14220-64-5

bis(benzonitrile)palladium(II) dichloride

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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%
Pd(2+)*2P(C6H5)3*SO4(2-) = Pd(P(C6H5)3)2SO4

Pd(2+)*2P(C6H5)3*SO4(2-) = Pd(P(C6H5)3)2SO4

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

2Pd*4P(C6H5)3*CO=Pd2(P(C6H5)3)4(CO)

2Pd*4P(C6H5)3*CO=Pd2(P(C6H5)3)4(CO)

Conditions
ConditionsYield
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%
bis(η3-allyl-μ-chloropalladium(II))

bis(η3-allyl-μ-chloropalladium(II))

Na(1+)*C5H11COFe(CO)4(1-)
82456-27-7

Na(1+)*C5H11COFe(CO)4(1-)

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

non-2-en-4-one
32064-72-5

non-2-en-4-one

Conditions
ConditionsYield
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%
(CH2CHCH2CH2OCO)Pd(P(C6H5)3)2Cl

(CH2CHCH2CH2OCO)Pd(P(C6H5)3)2Cl

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

Conditions
ConditionsYield
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
13965-03-2

bis-triphenylphosphine-palladium(II) chloride

[(Me3SiN=PPh2)2C=Ge→Ge=C(PPh2=NSiMe3)2]
360788-73-4

[(Me3SiN=PPh2)2C=Ge→Ge=C(PPh2=NSiMe3)2]

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

[Me3SiN=PPh2)2C=GeCl2]
868528-45-4

[Me3SiN=PPh2)2C=GeCl2]

Conditions
ConditionsYield
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]
700834-72-6

[(Et3P)2Pd(μ-S)(μ-CH2O)Ge(N(SiMe3)2)2]

carbon monoxide
201230-82-2

carbon monoxide

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

[Ge(N(Si(CH3)3)2)2SC(O)CH2O]
700834-74-8

[Ge(N(Si(CH3)3)2)2SC(O)CH2O]

Conditions
ConditionsYield
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
37342-98-6

bis(cyclopentadienyl)dihydrozirconium

bis(μ-1,2-ethanedithiolato-S,S':S)bis[(triphenylphosphine)palladium(II)]

bis(μ-1,2-ethanedithiolato-S,S':S)bis[(triphenylphosphine)palladium(II)]

A

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

B

(C5H5)2Zr(SCH2CH2S)Pd(SCH2CH2S)Zr(C5H5)2*C6H6

(C5H5)2Zr(SCH2CH2S)Pd(SCH2CH2S)Zr(C5H5)2*C6H6

Conditions
ConditionsYield
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%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

benzoyl chloride
98-88-4

benzoyl chloride

PdCl(COPh)(PPh3)2

PdCl(COPh)(PPh3)2

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

triethylphosphane telluride
2935-45-7

triethylphosphane telluride

palladium (II) telluride

palladium (II) telluride

Conditions
ConditionsYield
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
101-02-0

triphenyl phosphite

tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

tetrakis(triphenyl phosphite)palladium(0)
22372-54-9

tetrakis(triphenyl phosphite)palladium(0)

Conditions
ConditionsYield
In benzene excess of P(OPh)3 was added to a soln. of the Pd complex in benzene;100%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

trityl tetrafluoroborate
341-02-6

trityl tetrafluoroborate

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

bis(triphenylphosphine)(methyl acetylacetato)palladium(II) tetrafluoroborate
80583-72-8

bis(triphenylphosphine)(methyl acetylacetato)palladium(II) tetrafluoroborate

Conditions
ConditionsYield
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)
14221-01-3

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
305348-16-7

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

(Ph3P)2Pd(η2-1,2(SiMe2)2C6(COOMe)2(OMe)2)

(Ph3P)2Pd(η2-1,2(SiMe2)2C6(COOMe)2(OMe)2)

Conditions
ConditionsYield
In not given not isolated;100%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

p-benzoquinone
106-51-4

p-benzoquinone

[palladium(0)(triphenylphosphine)2(p-benzoquinone)]
490039-51-5, 57036-58-5

[palladium(0)(triphenylphosphine)2(p-benzoquinone)]

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

bis(2-[2-(phenylsulfanyl)phenylsulfanyl]phenyl) disulfide
58485-11-3

bis(2-[2-(phenylsulfanyl)phenylsulfanyl]phenyl) disulfide

bis(2-[2-(phenylthio)phenylsulfanyl]benzenethiolato)palladium
943309-06-6

bis(2-[2-(phenylthio)phenylsulfanyl]benzenethiolato)palladium

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

4-(iodobutadiynyl)benzonitrile

4-(iodobutadiynyl)benzonitrile

iodo((4-cyanophenyl)butadiynyl)bis(triphenylphosphine)palladium

iodo((4-cyanophenyl)butadiynyl)bis(triphenylphosphine)palladium

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;100%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

1,2-dichloro-2-butene
13602-13-6

1,2-dichloro-2-butene

trans-bis(triphenylphosphine)palladium dichloride
28966-81-6

trans-bis(triphenylphosphine)palladium dichloride

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

1,3-dichloro-1,1,3,3-tetrafluoro-propan-2-one
127-21-9

1,3-dichloro-1,1,3,3-tetrafluoro-propan-2-one

trans-bis(triphenylphosphine)palladium dichloride
28966-81-6

trans-bis(triphenylphosphine)palladium dichloride

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

1,4-dichloro-2-butene
764-41-0

1,4-dichloro-2-butene

trans-bis(triphenylphosphine)palladium dichloride
28966-81-6

trans-bis(triphenylphosphine)palladium dichloride

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

chloropentafluoroacetone
79-53-8

chloropentafluoroacetone

trans-bis(triphenylphosphine)palladium dichloride
28966-81-6

trans-bis(triphenylphosphine)palladium dichloride

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

5-bromo-2-(methylsulfonyl)pyrimidine
38275-48-8

5-bromo-2-(methylsulfonyl)pyrimidine

5-{bromobis(triphenylphosphine)palladio}-2-methylsulfonylpyrimidine

5-{bromobis(triphenylphosphine)palladio}-2-methylsulfonylpyrimidine

Conditions
ConditionsYield
In 1,2-dichloro-ethane 70°C (N2-atmosphere); evapn., washing (Et2O); elem. anal.;99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

carbon diselenide
506-80-9

carbon diselenide

(P(C6H5)3)2PdC2Se4

(P(C6H5)3)2PdC2Se4

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

[tricarbonyl(η(6)-4-chloroanisole)manganese]BF4
166543-63-1

[tricarbonyl(η(6)-4-chloroanisole)manganese]BF4

cis-[(Pd(PPh3)2Cl)(4-MeOC6H4)(Mn(CO)3)]BF4
166543-69-7

cis-[(Pd(PPh3)2Cl)(4-MeOC6H4)(Mn(CO)3)]BF4

Conditions
ConditionsYield
In toluene nitrogen atmosphere; equimolar amts.; stirring (35°C, dark; pptn.); filtration, washing (OEt2), drying (vac.); elem. anal.;99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

tricarbonyl(η(6)-chlorobenzene)manganese hexafluorophosphate
57812-91-6

tricarbonyl(η(6)-chlorobenzene)manganese hexafluorophosphate

cis-[(Pd(PPh3)2Cl)(C6H5)(Mn(CO)3)]PF6
166543-65-3

cis-[(Pd(PPh3)2Cl)(C6H5)(Mn(CO)3)]PF6

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

N-benzyl-2-iodo-N-methylaniline
677027-04-2

N-benzyl-2-iodo-N-methylaniline

trans-[Pd(C6H4N(Me)CH2Ph-2)I(PPh3)2]
677027-15-5

trans-[Pd(C6H4N(Me)CH2Ph-2)I(PPh3)2]

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

1,3-dialkyl-5-fluoro-6-iodouracil
113170-76-6

1,3-dialkyl-5-fluoro-6-iodouracil

iodo(1,2,3,4-tetrahydro-1,3-dialkyl-2,4-dioxo-5-fluoro-6-pyrimidinyl)bis(triphenylphosphine)palladium

iodo(1,2,3,4-tetrahydro-1,3-dialkyl-2,4-dioxo-5-fluoro-6-pyrimidinyl)bis(triphenylphosphine)palladium

Conditions
ConditionsYield
In benzene reaction at room temp.;99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

N-methylated-4-chloropyridinium triflate
1207740-88-2

N-methylated-4-chloropyridinium triflate

trans-chloro(4-hydro-1-methyl-4-pyridylidene)bis(triphenylphosphine)palladium(II) triflate

trans-chloro(4-hydro-1-methyl-4-pyridylidene)bis(triphenylphosphine)palladium(II) triflate

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

bromo(-)-menthylpropiolate

bromo(-)-menthylpropiolate

trans-bromo(bis(triphenylphosphine))(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II)

trans-bromo(bis(triphenylphosphine))(3-(-)-menthyloxy-3-oxy-1-propinyl)palladium(II)

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

1-bromo-(-)-menthyl propiolate
1346267-01-3

1-bromo-(-)-menthyl propiolate

trans-bromo(3-((-)-menthoxy)-3-oxy-1-propynyl)bis(triphenylphosphine)palladium(II)

trans-bromo(3-((-)-menthoxy)-3-oxy-1-propynyl)bis(triphenylphosphine)palladium(II)

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide
134481-27-9

N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide

trans-Pd(η1-C(CF3)N(p-methoxyphenyl))(triphenylphosphine)2
1352411-00-7

trans-Pd(η1-C(CF3)N(p-methoxyphenyl))(triphenylphosphine)2

Conditions
ConditionsYield
In benzene treatment of trifluoroacetimidoyl deriv. with palladium compd. in benzene at room temp. for 24 h;99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

ClC(CF3)N(n-C6H13)
143681-38-3

ClC(CF3)N(n-C6H13)

PdCl(η1-C(CF3)N(n-C6H13))(triphenylphosphine)2
1352411-02-9

PdCl(η1-C(CF3)N(n-C6H13))(triphenylphosphine)2

Conditions
ConditionsYield
In benzene treatment of trifluoroacetimidoyl deriv. with palladium compd. in benzene at room temp. for 24 h;99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

trans-NC5H4CHCHC6F4Br
862672-29-5

trans-NC5H4CHCHC6F4Br

[PdBr(C6F4CHCHC5H4N)(PPh3)2]
1346687-91-9

[PdBr(C6F4CHCHC5H4N)(PPh3)2]

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

4-(bromohexatriynyl)benzonitrile

4-(bromohexatriynyl)benzonitrile

bromo((4-cyanophenyl)hexatriynyl)bis(triphenylphosphine)palladium

bromo((4-cyanophenyl)hexatriynyl)bis(triphenylphosphine)palladium

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

C31H26ClPSSi

C31H26ClPSSi

C49H40P2PdSSi

C49H40P2PdSSi

Conditions
ConditionsYield
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)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

10-bromo-5,15-diphenylporphyrin

10-bromo-5,15-diphenylporphyrin

triphenyl-arsane
603-32-7

triphenyl-arsane

H2(C4H2NC)4H(C6H5)2PdBr(As(C6H5)3)2

H2(C4H2NC)4H(C6H5)2PdBr(As(C6H5)3)2

Conditions
ConditionsYield
In toluene at 105°C (Ar); evapn., trituration (ether);99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

10-bromo-5,15-diphenylporphyrin

10-bromo-5,15-diphenylporphyrin

triphenylphosphine
603-35-0

triphenylphosphine

H2(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2

H2(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2

Conditions
ConditionsYield
In toluene at 105°C (Ar); evapn., trituration (ether);99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

[10-bromo-5,15-diphenylporphyrinato]-magnesium(II)
193265-35-9

[10-bromo-5,15-diphenylporphyrinato]-magnesium(II)

triphenylphosphine
603-35-0

triphenylphosphine

Ni(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2
219134-12-0

Ni(C4H2NC)4H(C6H5)2PdBr(P(C6H5)3)2

Conditions
ConditionsYield
In toluene at 105°C (Ar); evapn., trituration (ether);99%
tetrakis(triphenylphosphine) palladium(0)
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

C9H11IO2

C9H11IO2

[(2-hydroxymethyl-4-methoxy-5-(methyl))phenyl]iodobis(triphenyl-phosphine)palladium

[(2-hydroxymethyl-4-methoxy-5-(methyl))phenyl]iodobis(triphenyl-phosphine)palladium

Conditions
ConditionsYield
In toluene at 20℃; for 16h; Sealed tube; Sonication;99%

14221-01-3Relevant articles and documents

Hydrazine-Free Facile Synthesis of Palladium-Tetrakis(Triphenylphosphine)

Carrasco, Sergio,Martín-Matute, Belén

, p. 1951 - 1955 (2019)

We present an easy and very efficient procedure for the synthesis of Pd(PPh3)4 using nontoxic reducing agents. The complex is obtained in a remarkable 83 % yield, and the method can be scaled up. A very detailed spectroscopic and spectrometric characterization is reported.

MECHANISM OF ACETYLENE AND OLEFIN INSERTION INTO PALLADIUM-CARBON sigma BONDS.

Samsel,Norton

, p. 5505 - 5512 (1984)

The intramolecular acetylene insertion reactions of C1L//2PdCO//2(CH//2)//nC EQUVLNT CCH//3 (1a, L equals Ph//3P, n equals 2; 1b, L equals p-tol//3P, n equals 2; 2, L equals Ph//3P, n equals 3) and the intramolecular olefin insertion reaction of C1L//2PdCO//2CH//2CH//2CH equals CH//2 (3, L equals Ph//3P) have been investigated. The acetylene insertion reactions give stable vinyl complexes 5a, 5b, and 6; the olefin insertion reaction gives an unsaturated lactone by beta -hydrogen elimination from the initially formed insertion product. Kinetic and **3**1P NMR studies show that, as predicted by Thorn and Hoffmann, the reactions proceed by a four-coordinate mechanism, with the triple or double bond displacing a phosphine ligand in a rapidly maintained equilibrium prior to insertion. The triple bond in 2, with the longer carbon chain, is more easily coordinated than that in 1a but inserts less rapidly after coordination.

Fluoride-catalyzed reduction of palladium(II) to palladium(0)-phosphine complexes

McLaughlin, Patrick A.,Verkade, John G.

, p. 5937 - 5940 (1998)

We demonstrate that in the presence of water and excess PPh3, fluoride ion catalyzes the reduction of (Ph3P)2PdCl 2 under mild conditions to Pd(PPh3)4 in good yields. The inactivation of catalytic F- by formation of highly stable HF2-, and other polyhydrogen fluorides that can form in the reaction, is prevented by adding a strong nonionic base such as P(MeNCH2CH2)3N.

Reductive elimination from metal phosphonate complexes: Circumvention of competing protonolysis reactions

Stockland Jr., Robert A.,Levine, Adam M.,Giovine, Matthew T.,Guzei, Ilia A.,Cannistra, Joseph C.

, p. 647 - 656 (2004)

The formation of MeP(O)(OPh)2 by reductive elimination from L2PdMe(P(O)(OPh)2) species has been investigated. The electronic and steric effects of the supporting ligands were investigated by studying reductive elimination reactions from a series of discrete complexes containing nitrogen- and phosphorus-based ligands. The P(O)-C(sp3) bond-forming reaction is slow when the intermediate species contains bidentate nitrogen ligands or small basic monodentate phosphines. Analogous complexes bearing large bite angle diphosphines such as dppf and Xantphos undergo reductive elimination at ambient temperature. The rate of MeP(O)(OPh)2 formation by reductive elimination from (dppf)PdMe(P(O)(OPh)2) is not affected by the identity or concentration of added ligand (excess dppf or PPh3), suggesting that the reductive elimination occurs from a four- or three-coordinate intermediate. When the rate of reductive elimination is slow, protonolysis reactions between L2PdMe(P(O)(OPh)2) intermediates and HP(O)(OPh)2 leads to the formation of bis-phosphonate complexes. The protonolysis reaction can be circumvented by the use of large bite angle phosphines such as dppf and Xantphos, which lead to rapid rates of P(O)-C(sp3) bond formation. These results demonstrate that the formation of P(O)-C(sp3) bonds by reductive elimination from L2PdRP(O)(OR)2 complexes is quite sensitive to the steric bulk of the supporting ligand and the presence of excess hydrogen phosphonate.

Synthesis, biological activity and molecular modeling of new biphenylic carboxamides as potent and selective CB2 receptor ligands

Bertini, Simone,Parkkari, Teija,Savinainen, Juha R.,Arena, Chiara,Saccomanni, Giuseppe,Saguto, Simone,Ligresti, Alessia,Allarà, Marco,Bruno, Agostino,Marinelli, Luciana,Di Marzo, Vincenzo,Novellino, Ettore,Manera, Clementina,Macchia, Marco

, p. 526 - 536 (2015)

The CB2 receptor is a therapeutic target of increasing importance for several diseases, including pain, inflammation, neurodegeneration, cancer and osteoporosis. While several compounds showing CB2-selective agonist or inverse agonist properties have been developed, only few CB2 receptor selective neutral antagonists are actually known. Such type of compounds could be useful to study more in depth the role of the CB2 receptor, because they lack the ability to counteract its g €constitutiveg € activity. Here we describe the synthesis and biological activity of a series of biphenylic carboxamides as a new class of CB2 receptor selective ligands. In binding assays, one of these compounds showed good CB2 receptor affinity and selectivity (Ki Combining double low line 11.48 nM; Selectivity Index Combining double low line 130). Furthermore, in functional assays, the same compound showed a very interesting pharmacological profile as CB2 receptor selective neutral antagonist. These results pave the way to further developments, including structural optimization, with the aim to obtain more potent CB2 receptor ligands with this peculiar feature.

Palladium-catalysed annulation reaction of allenyltins with β-iodo vinylic acids: Selective synthesis of α-pyrones

Rousset,Abarbri,Thibonnet,Duchene,Parrain

, p. 1987 - 1988 (2000)

Palladium-catalysed regio- and stereoselective annulation of allenyl stannanes by β-iodo vinylic acids gives the corresponding α-pyrones in high yields. This annulation most probably proceeds through a Stille reaction/cyclisation sequence.

Cyclopropanation of cyclohexenone by diazomethane catalyzed by palladium diacetate: Evidence for the formation of palladium(0) nanoparticles

Illa, Ona,Rodriguez-Garcia, Cristobal,Acosta-Silva, Carles,Favier, Isabelle,Picurelli, David,Oliva, Antonio,Gomez, Montserrat,Branchadell, Vicenc,Ortuno, Rosa M.

, p. 3306 - 3314 (2007)

The diazomethane-mediated cyclopropanation of cyclohexenone using Pd(OAc)2 and different sources of Pd(0) species as precatalysts has been studied. In the presence of an excess of diazomethane, Pd-(OAc)2 rapidly evolves to the formation of palladium nanoparticles (less than 1 min), which are active as catalysts in the cyclopropanation process. The nature of these particles has been analyzed through transmission electron microscopy showing a size distribution between 6 and 40 nm. These nanoparticles generated in situ are more active man Pd(0) complexes, preformed nanoparticles, and commercial palladium powder. Cyclic voltammetry measurements of the reaction solution after completion show the presence of Pd(0) species. This is the first time that Pd(0) nanoparticles are evidenced in a cyclopropanation reaction. Moreover, the reduction of Pd(OAc)2 to Pd(0) in the presence of diazomethane has been theoretically studied through density functional calculations. The formation of methyl and allyl acetates as organic byproducts has been predicted by the theoretical calculations, and these species, as well as oligomers derived from them, have been detected by spectrometric and spectroscopic techniques (MS, NMR, and IR).

Marked effects of azulenyl vs. naphthyl groups on donor-π-acceptor-π-donor small molecules for organic photovoltaic cells

Chen, Yao,Huang, Yan,Liu, Jueshan,Lu, Zhiyun,Pang, Zhenguo,Wu, Jianglin,Yang, Lin,Zhao, Suling,Zhu, Youqin

, (2021)

Although the unique electronic and optical properties of azulene, the azulene-containing organic photovoltaic (OPV) materials have sporadically reported. Here, eight donor-π-acceptor-π-donor conjugated OPV materials entailing guaiazulene or naphthalene as electron donor unit were synthesized and characterized. The azulenyl and naphthyl groups have significant influences on their molecular properties and photovoltaic performances. Compared to naphthalene derivatives, azulene derivatives exhibit red-shifted and wider absorption spectra. However, naphthalene derivatives exhibit much deeper highest occupied molecular orbital (HOMO) energy levels, higher hole mobility and better film morphology, remarkably resulting in approximately 2–4 times higher photovoltaic efficiencies than azulene derivatives.

Method for synthesizing tetrakis(triphenylphosphine)palladium by liquid-phase crystallization and application of tetrakis(triphenylphosphine)palladium in emamectin benzoate production

-

Paragraph 0024-0026, (2021/04/03)

The invention relates to a method for synthesizing tetrakis(triphenylphosphine)palladium through liquid-phase crystallization and application of tetrakis(triphenylphosphine)palladium in emamectin benzoate production. The method for synthesizing tetrakis(triphenylphosphine)palladium through liquid-phase crystallization comprises the steps of 1, placing DMF in a reactor, adding palladium chloride and triphenylphosphine into the reactor, introducing N2 for protection, and conducting oil bath heating to the temperature of 140-160 DEG C for backflow; 2, dropwise adding hydrazine hydrate into the solution obtained after the reaction in the step 2, controlling the dropwise adding speed, ensuring that the temperature is reduced to 110-140 DEG C after dropwise adding is completed, then naturally cooling to the temperature of 20-40 DEG C, and separating out green crystals; 3, carrying out suction filtration under the protection of N2 to obtain a wet crystal with DMF; 4, leaching the wet crystalobtained in the step 3 by using petroleum ether under the protection of N2, and airing to obtain tetrakis(triphenylphosphine)palladium; and 5, sub-packaging the prepared tetrakis(triphenylphosphine)palladium for later use. The process disclosed by the invention has the advantages of environmental protection, high efficiency, high product purity, easiness in storage and the like.

One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles

Nikoli?, Andrea M.,?ivkovi?, Filip,Selakovi?, ?ivota,Wipf, Peter,Opsenica, Igor M.

supporting information, p. 5616 - 5619 (2020/08/17)

An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.

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