1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In not given | 99% |
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
With n-Bu4NF*3H2O In dimethyl sulfoxide byproducts: {Pd(dppe)2}(2+), Ph2P(O)CH2CH2PPh2, Ph2PCH2CH2PF2Ph2; heating a mixt. of PdCl2 and dppe in DMSO under Ar (140°C), addn. of a soln. of n-Bu4NF*3H2O in DMSO, cooling (room temp.), stirring, pptn.; addn. of ethanol, complete pptn., further stirring (30 min), filtration, rinsing (ethanol, 2 times; Et2O), drying (vac.); detn. of by-products by 31P-NMR from the filtrate; | 91% |
With PPh3; n-Bu4NF*3H2O In dimethyl sulfoxide byproducts: Ph2P(O)CH2CH2PPh2, Ph2PCH2CH2PF2Ph2; heating a mixt. of PdCl2, dppe and PPh3 in DMSO under Ar (130°C), addn. of a soln. pf n-Bu4NF*3H2O yielding a yellow soln., cooling (room temp.), pptn., addn. of ethanol to complete the pptn.; filtration, washing (ethanol), drying (vac.); detn. of by-products before addn. of ethanol by 31P-NMR; | 73% |
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In acetone react. of Pd10(CO)14(P(C4H9)3)4 with (C6H5)2PC2H4P(C6H5)2 (molar ratio 1:40);; elem. anal.;; | 91% |
tris(dibenzylideneacetone)dipalladium(0) chloroform complex
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
With 1,2-bis-(diphenylphosphino)ethane In benzene addn. of bis(diphenylphosphino)ethane to a stirred soln. of Pd2(CO(CHCHC6H5)2)3CHCl3 in degassed benzene under dry N2; stirring for 1 h;; removal of solvent in vac.; treatment with ice-cold degassed acetone; filtration; washed with cold acetone; drying;; | 76% |
(1,2-bis(diphenylphosphino)ethane)palladium(II) chloride
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
With KF; 18-crown-6 In tetrahydrofuran; pyridine byproducts: Ph2PCH2CH2P(O)Ph2, Ph2PCH2CH2PF2Ph2; heating a suspn. of (dppe)PdCl2, dppe, anhyd. KF and 18-crown-6 in pyridine/THF under Ar (100°C, 2 h); not separated and isolated; 65 % yield of the difluorophosphorane product of the total oxidn. products; detn. by 31P-NMR; |
{Pd(1,2-bis(diphenylphosphanyl)ethane)(C2H4)}
1,3-bis-(diphenylphosphino)propane
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
B
bis-[1,3-(diphenylphosphino)propane]palladium(0)
C
{Pd(C2H4)(1,3-bis(diphenylphosphino)propane)}
Conditions | Yield |
---|---|
In tetrahydrofuran under N2, react. at room temp.; not isolated, identified by (31)P-NMR; |
Pd(dppe)(o-MeOC6H4)(I)
(+/-)-methylphenylphosphane borane
4-iodoanisol
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
B
(R(P))-(o-anisyl)(methyl)(phenyl)phosphine-P-borane
[PdI2(1,2-bis(diphenylphosphino)ethane)]
Conditions | Yield |
---|---|
With NaOSiMe3 In tetrahydrofuran; tetrahydrofuran-d8 under N2; at room temp.; PH(Me)(Ph)(BH3) and o-AnI added to soln. of Pd(dppe)(o-An)(I) in THF; NaOSiMe3 in THF added; soln. mixed; THF-d8 added;react. monitored by 31P NMR for 48 h; not isolated; |
tetrakis(triphenylphosphine) palladium(0)
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In tetrahydrofuran dppe:Pd(PPh3)4 1.05:1; reflux; not sepd.; |
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In acetonitrile disproportionation of neutral complex (generated electrochemically in voltammetric pulse) in absence of excess acac(1-) at 25°C, nitrogen atmosphere; potentiodynamic (voltammetric) monitoring; |
Pd(η3-methallyl)(acetylacetonato)palladium
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In dichloromethane Kinetics; byproducts: CH2CH(CH3)CH2CH(COCH3)2; N2, room temp.; N2 satd. soln. of complex filled in quartz cell; addn. of Ph2PC2H4PPh2 soln.; various initial concentrations caused various yields; not isolated; followed course by UV spectroscopy; | |
In tetrahydrofuran Kinetics; byproducts: CH2CH(CH3)CH2CH(COCH3)2; N2, room temp.; N2 satd. soln. of complex filled in quartz cell; addn. of Ph2PC2H4PPh2 soln.; various initial concentrations caused various yields; not isolated; followed course by UV spectroscopy; | |
In benzene Kinetics; byproducts: CH2CH(CH3)CH2CH(COCH3)2; N2, room temp.; N2 satd. soln. of complex filled in quartz cell; addn. of Ph2PC2H4PPh2 soln.; various initial concentrations caused various yields; not isolated; reaction to rapid to be followed by UV spectroscopy; |
1,1'-bis-(diphenylphosphino)ferrocene
{Pd(1,2-bis(diphenylphosphanyl)ethane)(C2H4)}
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In tetrahydrofuran under N2, react. at 203 K; not isolated, identified by (31)P-NMR; |
{Pd(1,2-bis(diphenylphosphanyl)ethane)(C2H4)}
1,4-di(diphenylphosphino)-butane
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
B
{Pd(1,2-bis(diphenylphosphino)ethane)(1,4-bis(diphenylphosphino)butane)}
Conditions | Yield |
---|---|
In tetrahydrofuran under N2, react. at 203 K; not isolated, identified by (31)P-NMR; |
{Pd(1,2-bis(diphenylphosphanyl)ethane)(C2H4)}
[2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In tetrahydrofuran under N2, react. at 203 K; not isolated, identified by (31)P-NMR; |
{Pd(1,2-bis(diphenylphosphanyl)ethane)(C2H4)}
1-dimethylphosphino-3-diphenylphosphinopropane
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
B
{Pd(1,2-bis(diphenylphosphino)ethane)(1-dimethylphosphino-3-diphenylphosphinopropane)}
C
{Pd(1-dimethylphosphino-3-diphenylphosphinopropane)2}
Conditions | Yield |
---|---|
In tetrahydrofuran under N2, react. at 203 K; not isolated, identified by (31)P-NMR; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(Br)(CHC(CH3)2)
sodium tert-butyl thiolate
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(CHC(CH3)2)
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: alkyl sulfide; (N2); stirring (room temp., 0.5 h); filtn., solvent removing (vac.), crystn. (layering toluene with pentane,-35°C); |
[(C6H5)2PCH2CH2P(C6H5)2]Pd[CH2Si(CH3)3]CN
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In tetrahydrofuran-d8 Kinetics; byproducts: (CH3)3SiCH2CN; heating at 85-119°C with excess ligand; | >99 |
diphosPd(CH2CMe3)(CN)
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In tetrahydrofuran-d8 Kinetics; byproducts: (CH3)3CCH2CN; heating at 66-87°C with excess ligand; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SCH3)(C6H4Cl)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4ClSCH3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H5)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H5SC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4OCH3)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4OCH3SC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4OCH3)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4OCH3SC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4Cl)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4ClSC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4CH3)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4CH3SC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4NH2)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4NH2SC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4NH2)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4NH2SC(CH3)3; 50°C; |
((C6H5)2PCH2CH2P(C6H5)2)Pd(SC(CH3)3)(C6H4CF3)
triphenylphosphine
A
tetrakis(triphenylphosphine) palladium(0)
B
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In benzene byproducts: C6H4CF3SC(CH3)3; 50°C; |
Pd((C6H5)2PCH2CH2P(C6H5)2)CH(CN)CH2PH(((CH3)3C)3C6H2)(CH3)
1,2-bis-(diphenylphosphino)ethane
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
byproducts: PH(CH3)(tBu3C6H2); |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In dichloromethane under N2 atm.; |
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
B
[η(5)-1-(diphenylphosphino)-2,4-diphenylcyclopentadienyl]tricarbonylmolybdenum(C*CPh)
Conditions | Yield |
---|---|
With 1,2-bis-(diphenylphosphino)ethane In d7-N,N-dimethylformamide byproducts: PPh3; not sepd.; NMR spectroscopy; |
Dimethyldisulphide
bis(3-phenylpropyl)[1,2-bis(diphenylphosphanyl)ethane]palladium
A
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
(methylthiolato)2[1,2-bis(diphenylphosphanyl)ethane]palladium
(3-phenylpropyl)(methylthiolato)[1,2-bis(diphenylphosphanyl)ethane]palladium
Conditions | Yield |
---|---|
In tetrahydrofuran; tetrahydrofuran-d8 byproducts: C6H5CH2CH2CH2SCH3; to soln. of Pd(CH2CH2CH2C6H5)2(dppe) in THF/THF-d8 (4:1) added CH3SSCH3 at 15°C under Ar, mixture transferred to NMR tube for 6 days; not isolated, identified by NMR; |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
9-triptyceneselenol
Conditions | Yield |
---|---|
In toluene byproducts: H2; (Ar); mixt. of Se compd. and Pd compd. in toluene was stirred st room temp. for 2 h; evapd. (vac.); chromd. (alumina, CH2Cl2/hexane, 1/1); elem. anal.; | 88% |
selenium
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
bis[bis(diphenylphosphino)ethane]di-μ2-selenidodipalladium
Conditions | Yield |
---|---|
In toluene byproducts: ((C6H5)2P(CH2)2P(C6H5)2)Se2; under N2; mixt. of Pd(Ph2P(CH2)2PPh2)2 and Se in toluene heated under reflux for 18 h; ppt. filtered off, purified by heating under reflux in toluene with PPh3for 2 d; elem. anal.; | 82% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
2,2'-dipyridyl ditelluride
Conditions | Yield |
---|---|
In toluene at 20℃; for 4h; Inert atmosphere; | 77% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
2,4,6-tri-tert-butylphenylphosphaketene
Pd(((C6H5)2PCH2)2)(((CH3)3C)3C6H2PC(O)PC6H2(C(CH3)3)3)
Conditions | Yield |
---|---|
In tetrahydrofuran stirring (room temp., dark, 1 h); evapn. (vac.), washing (petroleum ether), filtering, recrystn. (petroleum ether / THF, -25°C); elem. anal.; | 71% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
N-benzylisopropylidene-iminium tetraphenylborate
Conditions | Yield |
---|---|
In dichloromethane under N2; to a CH2Cl2 soln. of Pd-contg. compd. (0.144 mmol) was added BPh4-contg. compd. (0.299 mmol) dissolved in CH2Cl2; stirring at 293 K for 6 h; addn. of n-C5H12 and cooling to 253 K; the solid was isolated by filtration, washed with C6H6, dried in vac.; elem. anal.; | 70% |
tetrahydrofuran
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
trifluorormethanesulfonic acid
Conditions | Yield |
---|---|
In tetrahydrofuran N2; addn. of anhyd. CF3SO3H to THF soln. of Pd complex, stirring at 273 K for 3 h; concn., filtration under N2, washing with THF, drying in vac.; elem. anal.; | 70% |
2,2'-dipyridyldiselenide
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
[Pd(2-SeC5H4N)2(dppe)]
Conditions | Yield |
---|---|
In benzene at 20℃; for 4h; Inert atmosphere; | 69% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
3,3'-dimethyl-2,2'-dipyridyl ditelluride
Conditions | Yield |
---|---|
In toluene at 20℃; for 4h; Inert atmosphere; | 69% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
3,3'-dimethyl-2,2'-dipyridyl diselenide
[Pd{2-SeC5H3(3-Me)N}2(dppe)]
Conditions | Yield |
---|---|
In benzene at 20℃; for 4h; Inert atmosphere; | 68% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
dibenzoyl peroxide
dibenzoato[1,2-bis(diphenylphosphino)ethane]palladium(II)
Conditions | Yield |
---|---|
In dichloromethane soln. of peroxide added to soln. of Pd complex, stirred at room temp. for 1 h, under N2; concd., pptd. with MeOH; elem. anal.; | 65% |
tert-Butyl peroxybenzoate
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
dibenzoato[1,2-bis(diphenylphosphino)ethane]palladium(II)
Conditions | Yield |
---|---|
In dichloromethane soln. of peroxide added to soln. of Pd complex, stirred at room temp. for 1 h, under N2; concd., pptd. with MeOH; | 61% |
selenium
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Conditions | Yield |
---|---|
In toluene byproducts: ((C6H5)2P(CH2)2P(C6H5)2)Se2; under N2; mixt. of Pd(Ph2P(CH2)2PPh2)2 and Se heated in toluene at 85°C for 18 h; ppt. filtered off, washed with toluene, extd. with CH2Cl2, solvent evapd. under vac.; elem. anal.; | 52% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
sulfur dioxide
sulfur dioxide-1,2-bis(diphenylphosphano)ethane-palladium(0)
Conditions | Yield |
---|---|
In benzene SO2 was passed through a soln. of Pd(dppe)2, the solid was filtrated off, extraction with THF, concn. of the soln.; elemental analysis; | 32.5% |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
Tetrakis(trifluoromethyl)cyclotetraphosphane
{Pd(CF3PPCF3)((C6H5)2PCH2CH2P(C6H5)2)}
Conditions | Yield |
---|---|
In toluene (Ar atmosphere); excess (CF3P)4, soln. is refluxed for 30 min; not isolated, NMR; | |
In benzene (Ar atmosphere); excess (CF3P)4, soln. is refluxed for 30 min; not isolated, NMR; |
bis[1,2-bis(diphenylphosphino)ethane]palladium(0)
dimethyl (lithiomethyl)phosphonate
Pd[C2H4(P(C6H5)2)2]I(CH2P(O)(OCH3)2)
Conditions | Yield |
---|---|
In benzene under N2, iodophosphonate added to a soln. of Pd compound, stirred (4 h, room temp.); dried (reduced pressure), washed (n-hexane), dried, recrystd. (CHCl3); elem. anal.; | >70 |
The cas register number of Bis[1,2-bis(diphenylphosphino)ethane]palladium(0) is 31277-98-2. It also can be called as Palladium,bis[1,1'-(1,2-ethanediyl)bis[1,1-diphenylphosphine-kP]]-, (T-4)- and the Systematic name about this chemical is ethane-1,2-diylbis(diphenylphosphane) - palladium (2:1). It belongs to the following product categories, such as Catalysts for Organic Synthesis, Classes of Metal Compounds, Homogeneous Catalysts, Metal Complexes, Pd (Palladium) Compounds, Synthetic Organic Chemistry, Transition Metal Compounds and so on.
Physical properties about Bis[1,2-bis(diphenylphosphino)ethane]palladium(0) are: (1)ACD/LogP: 8.74; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.74; (4)ACD/LogD (pH 7.4): 8.74; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 1347062.88; (8)ACD/KOC (pH 7.4): 1347062.88; (9)#Freely Rotating Bonds: 7; (10)Polar Surface Area: 27.18Å2; (11)Flash Point: 281.7 °C; (12)Enthalpy of Vaporization: 75.68 kJ/mol; (13)Boiling Point: 514.8 °C at 760 mmHg; (14)Vapour Pressure: 3.38E-10 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed and it is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: [Pd].P(c1ccccc1)(c2ccccc2)CCP(c3ccccc3)c4ccccc4.c1ccccc1P(c2ccccc2)CCP(c3ccccc3)c4ccccc4
(2)InChI: InChI=1/2C26H24P2.Pd/c2*1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26;/h2*1-20H,21-22H2;
(3)InChIKey: FAFGMAGIYHHRKN-UHFFFAOYAV
(4)Std. InChI: InChI=1S/2C26H24P2.Pd/c2*1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26;/h2*1-20H,21-22H2;
(5)Std. InChIKey: FAFGMAGIYHHRKN-UHFFFAOYSA-N
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