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inquiryProduct Name: Bis(tri-tert-butylphosphine)palladium(0) Synonyms: BIS(TRI-T-BUTYLPHOSPHINE)PALLADIUM(0);BIS(TRI-TERT-BUTYLPHOSPHINE)PALLADIUM;BIS(TRI-TERT-BUTYLPHOSPHINE)PALLADIUM (0);Bis(tri-t-butylphosphin
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inquirytri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In acetonitrile for 18h; Inert atmosphere; Glovebox; | 97% |
In acetonitrile Inert atmosphere; Glovebox; |
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide under Ar; mixt. stirred for 3 h at room temp.; ppt. filtered; washed (DMF); dissolved (hexane); soln. filtered and concd.; | 83% |
cis-dibromo-(cyclooctadiene)palladium(II)
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In methanol; toluene at 20℃; for 2.66667h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube; | 83% |
tris(dibenzylideneacetone)dipalladium(0) chloroform complex
tri tert-butylphosphoniumtetrafluoroborate
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
With sodium methylate; dimethyl sulfoxide In methanol at 50℃; for 15h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere; | 80% |
tri-tert-butyl phosphine
(C6H5PdP(C(CH3)3)3OC6H4OCH3)2
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In (2)H8-toluene byproducts: C6H5OC6H4OCH3-p; reaction of palladium complex with phosphine in toluene-d8 at 70°C; | 79% |
(P(o-tol)3)2Pd2(C6H4tBu-4)2Br2
tri-tert-butyl phosphine
A
bis(tri-t-butylphosphine)palladium(0)
B
1-bromo-4-tert-butylbenzene
Conditions | Yield |
---|---|
In benzene-d6 byproducts: P(o-tol)3, biaryl, arene; in C6D6 soln. at 70°C; K(eq) = 3.3(6)E-4; | A n/a B 75% |
tris-(dibenzylideneacetone)dipalladium(0)
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 23h; Inert atmosphere; Glovebox; | 72% |
In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; |
cis-dibromo-(cyclooctadiene)palladium(II)
tri-tert-butyl phosphine
A
bis(tri-t-butylphosphine)palladium(0)
B
di-μ-bromobis-(tritert-butylphosphine)dipalladium(I)
Conditions | Yield |
---|---|
In toluene at 20℃; for 2h; Inert atmosphere; Schlenk technique; | A 71% B n/a |
In methanol; toluene at 20℃; for 2.66667h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube; Overall yield = 220 mg; | A 15 %Spectr. B 85 %Spectr. |
((CH3C6H4)3PC6H3(C4H9)CH3PdCl)2
tri-tert-butyl phosphine
A
bis(tri-t-butylphosphine)palladium(0)
B
4-tert-butyl-2-chloro-1-methylbenzene
Conditions | Yield |
---|---|
In benzene-d6 byproducts: P(o-tol)3, biaryl, arene; in C6D6 soln. at 70°C; NMR spectroscopy; K(eq) = 9(3)E-2; | A n/a B 70% |
((CH3C6H4)3PC6H3(C4H9)CH3PdBr)2
tri-tert-butyl phosphine
A
bis(tri-t-butylphosphine)palladium(0)
B
2-bromo-4-tert-butyl-1-methylbenzene
Conditions | Yield |
---|---|
In benzene-d6 byproducts: P(o-tol)3, biaryl, arene; in C6D6 soln. at 70°C; NMR spectroscopy; K(eq) = 2.3(3)E-3; | A n/a B 70% |
In benzene-d6 Kinetics; byproducts: P(o-tol)3, biaryl, arene; in C6D6 soln. at 55°C; concn. of P(t-Bu)3: 0.10-0.84 M; concn. of(P(o-tol)3): 0.030-0.35 M; concn. of Pd-contg. compd.: 5.2-21 mM; (1)H NMR spectroscopy; |
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene inert atmosphere; stirring (room temp., 15 h); filtering, evapn., crystn. (Et2O, -30°C); | 65% |
tri-tert-butyl phosphine
(μ-η(2),η(2)-C6H10O)[Pd(η(2),η(2)-C6H10O)]2*C6H10O
A
bis(tri-t-butylphosphine)palladium(0)
B
((CH3)3C)3PPd(η(2),η(2)-C6H10O)
Conditions | Yield |
---|---|
In diethyl ether (Ar); reaction of suspn. of Pd complex (1 eqiuv., Et2O) with phosphine soln. (2 equiv., Et2O) at -30°C for 1 h, cooling (-78°C), crystn.; removal of mother liquor, drying (in vacuo); | A 10% B 55% |
((CH3C6H4)3PC6H3(C4H9)CH3PdI)2
tri-tert-butyl phosphine
A
bis(tri-t-butylphosphine)palladium(0)
B
4-(tert-butyl)-2-iodo-1-methylbenzene
Conditions | Yield |
---|---|
In benzene-d6 byproducts: P(o-tol)3, biaryl, arene; in C6D6 soln. at 70°C; NMR spectroscopy; K(eq) = 3.7(2)E-5; | A n/a B 39% |
((CH3C6H4)3PC6H4(C4H9)PdCl)2
tri-tert-butyl phosphine
A
bis(tri-t-butylphosphine)palladium(0)
B
4-(tert-butyl)chlorobenzene
Conditions | Yield |
---|---|
In benzene-d6 byproducts: P(o-tol)3, biaryl, arene; in C6D6 soln. at 70°C; | A n/a B 30% |
ethene
tri-tert-butyl phosphine
(μ-η(2),η(2)-C7H12)[Pd(η(2),η(2)-C7H12)]2
A
bis(tri-t-butylphosphine)palladium(0)
B
Pd(η(2),η(2)-C7H12)(η(2)-C7H12)
C
((CH3)3C)3PPd(η(2),η(2)-C7H12)
Conditions | Yield |
---|---|
In pentane (Ar); reaction of Pd complex suspended in C5H12 with C2H4 (-30°C), filtration, addn. of soln. of phosphine (2 equivalents in C5H12, -78°C), crystn., evapn. to dryness (-78°C, high vacuum); not purified, 90% pure (NMR); | A 5% B 5% C 30% |
bis(tri-ortho-tolylphosphine)palladium(0)
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In not given byproducts: P(o-tolyl)3; treatment of Pd(P(o-tolyl)3)2 with P(t-Bu)3; |
(Pd[P(o-tolyl)3](4-(t)Bu-C6H4)(μ-Br))2
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 byproducts: 4-t-BuC6H4Br, P(o-tolyl)3; drybox; P(t-Bu)3 was added to soln. of Pd complex in C6D6; moxt. was heated at 70°C; |
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
With H2; NEt3 In toluene react. complete after 4 h; |
[PdI(Ph)(tri-tert-butylphosphine)]
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: C6H5I; at 70°C; monitoring by NMR; |
[Pd(P(o-tolyl)3)(4-t-Bu-C6H4)(μ-Cl)]2
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 byproducts: 4-t-BuC6H4Cl, P(o-tolyl)3; drybox; P(t-Bu)3 was added to soln. of Pd complex in C6D6; moxt. was heated at 70°C; |
tBu3PPd(Ph)Br
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: C6H5Br; at 70°C; monitoring by NMR; |
[PdBr(P(tert-butyl)3)(o-tolyl)]
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: CH3C6H4Br; at 70°C; monitoring by NMR; |
[PdCl(P(tert-butyl)3)(o-tolyl)]
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: CH3C6H4Cl; at 70°C; monitoring by NMR; |
[PdI(P(tert-butyl)3)(o-tolyl)]
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: CH3C6H4I; at 70°C; monitoring by NMR; |
[Pd(P(o-tolyl)3)(2-Me-5-t-Bu-C6H3)(μ-Cl)]2
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: 2-Me-5-t-BuC6H3Cl, P(o-tolyl)3; drybox; P(t-Bu)3 was added to soln. of Pd complex in C6D6; moxt. was heated at 55 or 65°C; |
[Pd(P(o-tolyl)3)(2-Me-5-t-Bu-C6H3)(μ-Br)]2
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 Kinetics; byproducts: 2-Me-5-t-BuC6H3Br, P(o-tolyl)3; drybox; P(t-Bu)3 was added to soln. of Pd complex in C6D6; moxt. was heated at 55 or 65°C; |
[Pd(P(o-tolyl)3)(2-Me-5-t-Bu-C6H3)(μ-I)]2
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In benzene-d6 byproducts: 2-Me-5-t-BuC6H3I, P(o-tolyl)3; drybox; P(t-Bu)3 was added to soln. of Pd complex in C6D6; moxt. was heated at 70°C; |
tri-tert-butyl phosphine
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
In diethyl ether react. Pd(η3-C3H5)2 and P(tBu)3 at 20°C; |
A
bis(tri-t-butylphosphine)palladium(0)
B
Pd(η(2),η(2)-C8H18Si2O)(η(2)-C8H18Si2O)
Conditions | Yield |
---|---|
In not given (Ar); redistribution reaction in soln., starts at 0°C; |
((CH3)3C)3PPd(η(2),η(2)-C6H10O)
A
bis(tri-t-butylphosphine)palladium(0)
B
Pd(η(2),η(2)-C6H10O)(η(2)-C6H10O)
Conditions | Yield |
---|---|
In not given (Ar); redistribution reaction in soln., starts at 0°C; |
Conditions | Yield |
---|---|
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) In tetrahydrofuran-d8 at 20℃; for 0.0833333h; Reagent/catalyst; | 100% |
bis(tri-t-butylphosphine)palladium(0)
Conditions | Yield |
---|---|
With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In dichloromethane-d2 at 25℃; for 1h; | 99% |
bis(tri-t-butylphosphine)palladium(0)
di-μ-bromobis-(tritert-butylphosphine)dipalladium(I)
Conditions | Yield |
---|---|
In methanol; toluene at 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; | 96% |
Conditions | Yield |
---|---|
at 40℃; for 1h; Inert atmosphere; Glovebox; | 95% |
With iodobenzene In pentane for 2.5h; Glovebox; Inert atmosphere; | 89% |
bis(tri-t-butylphosphine)palladium(0)
2-{(tert-butyl)phenylphosphino}benzenesulfonic acid
{(κ2-P,O)-2-[(tert-butyl)(phenyl)phosphine]benzenesulfonato}(tri-tertbutylphosphine)palladium(II)-hydride
Conditions | Yield |
---|---|
In benzene at 60℃; Inert atmosphere; | 93% |
bis(tri-t-butylphosphine)palladium(0)
4-methyl-benzoyl chloride
Conditions | Yield |
---|---|
In pentane at 20℃; for 16h; Glovebox; Inert atmosphere; | 93% |
With iodobenzene In benzene-d6 for 18h; Glovebox; Inert atmosphere; | 98 %Spectr. |
Conditions | Yield |
---|---|
In tetrahydrofuran for 2h; Glovebox; | 93% |
bis(tri-t-butylphosphine)palladium(0)
carbon monoxide
4-tolyl iodide
Conditions | Yield |
---|---|
In acetonitrile at 55℃; under 3040.2 Torr; for 16h; Solvent; Glovebox; Inert atmosphere; | 92% |
bis(tri-t-butylphosphine)palladium(0)
1,3-bis(diisopropylphosphino)propane
[Pd(1,2-bis(diisopropylphosphino)ethane)]2(μ-1,3-bis(diisopropylphosphino)propane)
Conditions | Yield |
---|---|
In toluene at 70℃; for 24h; Inert atmosphere; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
In toluene at 70℃; for 4h; Glovebox; | 90% |
Conditions | Yield |
---|---|
In toluene at 70℃; for 2h; Glovebox; | 90% |
Conditions | Yield |
---|---|
In acetonitrile byproducts: CO; react. of Pd complex with PhI; | 86% |
bis(tri-t-butylphosphine)palladium(0)
carbon monoxide
para-iodoanisole
Conditions | Yield |
---|---|
In acetonitrile at 55℃; under 3040.2 Torr; for 24h; Sealed tube; Glovebox; | 86% |
bis(tri-t-butylphosphine)palladium(0)
7-bromo-9,9-dioctyl-N,N-diphenyl-9H-fluoren-2-amine
Conditions | Yield |
---|---|
In toluene at 70℃; for 9h; Glovebox; | 85% |
Conditions | Yield |
---|---|
In pentane at 24℃; for 2h; Inert atmosphere; Glovebox; | 84% |
In pentane at 20℃; for 2h; | 82% |
bis(tri-t-butylphosphine)palladium(0)
IAd
Conditions | Yield |
---|---|
In hexane stirred at ambient temp. for 24-48 h; ppt. filtered, dried (vac.); elem. anal.; | 83% |
bis(tri-t-butylphosphine)palladium(0)
dichloromethane
1-Bromo-4-fluorobenzene
1,3-bis(cyclohexylphosphanyl)propane
Conditions | Yield |
---|---|
Stage #1: bis(tri-t-butylphosphine)palladium(0); 1,3-bis(cyclohexylphosphanyl)propane In toluene at 20℃; for 1h; Inert atmosphere; Stage #2: 1-Bromo-4-fluorobenzene In toluene at 80℃; for 15h; Inert atmosphere; Stage #3: dichloromethane | 83% |
bis(tri-t-butylphosphine)palladium(0)
(R)-4-(4-bromophenyl)-4-((tertbutyldimethylsilyl)oxy)butan-2-one
(R)-4-((tert-butyldimethylsilyl)oxy)-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butan-2-one
Conditions | Yield |
---|---|
With potassium acetate In water | 82% |
Conditions | Yield |
---|---|
In toluene at 70℃; for 5h; Glovebox; | 80% |
at 70℃; for 2h; Inert atmosphere; Glovebox; | 75% |
In neat (no solvent) addn. of Pd(P(t-Bu)3)2, PhBr and a stir bar to screw-capped vial in a glovebox; removal of vial from the glovebox; heating at 70°C for 2.5 h; monitoring by NMR; returning of vial to the drybox, addn. to flask with pentane; pptn., stirring for 5 min, washing with pentane, drying under vac.; elem. anal.; | 64% |
In butanone Kinetics; 70°C; | |
at 70℃; for 2.5h; |
bis(tri-t-butylphosphine)palladium(0)
[o-(iPr2P)C6H4]3B
Pd(((CH3)2CH)2PC6H4)3B
Conditions | Yield |
---|---|
In toluene react. Pd complex with ligand in toluene at room temp. for 6 h; | 80% |
bis(tri-t-butylphosphine)palladium(0)
ethene
1,3-bis(cyclohexylphosphanyl)propane
Conditions | Yield |
---|---|
Stage #1: bis(tri-t-butylphosphine)palladium(0); 1,3-bis(cyclohexylphosphanyl)propane In tetrahydrofuran; pentane for 2h; Schlenk technique; Inert atmosphere; Stage #2: ethene In tetrahydrofuran; pentane at 20℃; for 0.75h; Solvent; Schlenk technique; Inert atmosphere; | 80% |
bis(tri-t-butylphosphine)palladium(0)
ethyl (E)-3-(4-bromophenyl)-2-propenoate
(E)-Ethyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl)acrylate
Conditions | Yield |
---|---|
With potassium acetate In water | 77% |
bis(tri-t-butylphosphine)palladium(0)
tert-butyl dimethyl((1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)vinyl)oxy)silane
Conditions | Yield |
---|---|
With potassium acetate In water | 77% |
bis(tri-t-butylphosphine)palladium(0)
dichloromethane
1-bromo-4-fluoro-2-methoxybenzene
1,3-bis(cyclohexylphosphanyl)propane
Conditions | Yield |
---|---|
Stage #1: bis(tri-t-butylphosphine)palladium(0); 1,3-bis(cyclohexylphosphanyl)propane In toluene at 20℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-4-fluoro-2-methoxybenzene In toluene at 80℃; for 15h; Inert atmosphere; Stage #3: dichloromethane | 76% |
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