Methanesulfonato(2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2',6'-bis(dimethylamino)-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II)

Product Information

Molecular Formula
C48H44F12N3O5PPdS
Molecular Weight
1140.33
Description
Methanesulfonato(2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2',6'-bis(dimethylamino)-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) is a well-defined Buchwald fourth-generation palladacycle precatalyst featuring a highly electron-deficient phosphine ligand and a 2'-methylamino-1,1'-biphenyl-2-yl palladacycle core with a methanesulfonate counterion. It is a powerful precatalyst for classic cross-coupling reactions such as Suzuki-Miyaura, Buchwald-Hartwig amination, and C-N bond formation. The compound is bench-stable and soluble in most organic solvents. This precatalyst offers excellent functional group tolerance and high catalytic activity, making it a valuable tool in pharmaceutical synthesis and organic chemistry research.
Synonyms
Paladacycle Gen. 4; Paladacycle G4; Palladacycle gen 4; Palladium(1+) 2'-(methylamino)-1,1'-biphenyl-2-yl 2'-{bis[3,5-bis(trifluoromethyl)phenyl]phosphanyl}-3',6'-dimethoxy-N2,N2,N6,N6-tetramethyl-[1,1'-biphenyl]-2,6-diamine methanesulfonate; CPhos-JackiePhos hybrid Pd G4; 2-[2-Bis[3,5-bis(trifluoromethyl)phenyl]phosphanyl-3,6-dimethoxy-phenyl]-N1,N1,N3,N3-tetramethyl-benzene-1,3-diamine methanesulfonate methyl-(2-phenylphenyl)azanide palladium(2+); Methanesulfonato(2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2'',6''-bis(dimethylamino)-1,1''-biphenyl)(2''-methylamino-1,1''-biphenyl-2-yl)palladium(II)
IUPAC Name
2-[2-bis[3,5-bis(trifluoromethyl)phenyl]phosphanyl-3,6-dimethoxyphenyl]-1-N,1-N,3-N,3-N-tetramethylbenzene-1,3-diamine;methanesulfonate;N-methyl-2-phenylaniline;palladium(2+)
SMILES
CNC1=CC=CC=C1C2=CC=CC=[C-]2.CN(C)C1=C(C(=CC=C1)N(C)C)C2=C(C=CC(=C2P(C3=CC(=CC(=C3)C(F)(F)F)C(F)(F)F)C4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)OC)OC.CS(=O)(=O)[O-].[Pd+2]
InChI
InChI=1S/C34H29F12N2O2P.C13H12N.CH4O3S.Pd/c1-47(2)24-8-7-9-25(48(3)4)28(24)29-26(49-5)10-11-27(50-6)30(29)51(22-14-18(31(35,36)37)12-19(15-22)32(38,39)40)23-16-20(33(41,42)43)13-21(17-23)34(44,45)46;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;/h7-17H,1-6H3;2-7,9-10,14H,1H3;1H3,(H,2,3,4);/q;-1;;+2/p-1
InChI Key
MCEVJFPRJDIAKO-UHFFFAOYSA-M
Purity
98%
Appearance
Yellow to orange solid
Storage
Store at 2-8 °C
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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