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1445085-77-7

1445085-77-7 Structure

1445085-77-7 Structure
IdentificationBack Directory
[Name]

RuPhos Pd G3
[CAS]

1445085-77-7
[Synonyms]

RuPhos Pd G3
RuPhos-Pd-G3
RuPhos Pd G3 95%
RuPhos-G3-Palladacycle
Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II)
(2-Dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate
Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II), Min. 98%
Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II) OMS-RuPhos
[2'-(Amino)[1,1'-biphenyl]-2-yl][[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine](methanesulfonato)palladium
[2'-(Amino-κN)[1,1'-biphenyl]-2-yl-κC][[2',6'-bis(1-methylethoxy)[1,1'-biphenyl]-2-yl]dicyclohexylphosphine-κP](methanesulfonato-κO)palladium
Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-aMino-1,1'-biphenyl-2-yl)palladiuM(II), Min. 98% [RuPhos Palladacycle]
Methanesulfonato(2-dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II), min. 98% [RuPhos Palladacycle Gen. 3]
[Molecular Formula]

C43H56NO5PPdS
[MDL Number]

MFCD22572684
[MOL File]

1445085-77-7.mol
[Molecular Weight]

837.375
Questions And AnswerBack Directory
[Synthesis]

mixture of μ-OMs dimer Et₂O (a 1:1 complex characterized by 1H NMR) (0.5 equivalents, 0.871 g, 1.071 mmol), 1,1'-(diphenylphosphino)ferrocene (1.0 equivalents, 1.2 g, 2.141 mmol), and anhydrous THF (15.0 mL) was stirred at room temperature under an argon atmosphere for 1 hour. The solvent was removed under vacuum. The crude product was treated with n-pentane (75.0 mL) as a triurate. The resulting mixture was dried under vacuum for 24 hours to give the product RuPhos Pd G3.

Synthetic route of RuPhos Pd G3

Figure: Synthetic route of RuPhos Pd G3">

Synthetic route of RuPhos Pd G3

[Reaction]

  1. Palladium catalyst used for facile, C-N cross-coupling reactions.
  2. A practical synthesis of indoles via a Pd-catalyzed C-N ring formation.
Reactions of 1445085-77-7
Chemical PropertiesBack Directory
[Melting point ]

188-196°C (decomposition)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[form ]

Powder
[color ]

white
[InChI]

InChI=1S/C30H43O2P.C12H10N.CH4O3S.Pd/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h11-13,18-25H,5-10,14-17H2,1-4H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;-1;;
[InChIKey]

GYTUQNMMIUJBSP-UHFFFAOYSA-N
[SMILES]

[Pd].S(C([H])([H])[H])(=O)(=O)O[H].P(C1=C([H])C([H])=C([H])C([H])=C1C1C(=C([H])C([H])=C([H])C=1OC([H])(C([H])([H])[H])C([H])([H])[H])OC([H])(C([H])([H])[H])C([H])([H])[H])(C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H])C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H].N([H])([H])C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([H])C([H])=[C-]1
[CAS DataBase Reference]

1445085-77-7
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335-H412
[Precautionary statements ]

P273-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38-52/53
[Safety Statements ]

26-61
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

RuPhos Pd G3 can be used as a pre-catalyst in the following protocols:
  • Palladium-catalyzed Suzuki coupling of 5-p-toluenesulfonyltetrazoles with arylboronic acids to synthesize 1,5-disubstituted tetrazoles.
  • Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of 3-alkylthiophenes in the presence of N-methylimidodiacetic (MIDA)-boronate monomers.
  • Suzuki-Miyaura-cross-coupling of aminothiophenes.

[General Description]

RuPhos Pd G3 is a third generation (G3) Buchwald precatalyst that can be used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. It is air-, moisture-, and thermally-stable and is highly soluble in a wide range of common organic solvents. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.
[reaction suitability]

reagent type: catalyst
reaction type: Cross Couplings
Spectrum DetailBack Directory
[Spectrum Detail]

RuPhos Pd G3(1445085-77-7)1HNMR
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