1445085-92-6

Basic information

• Product Name: Methanesulfonato2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II)
• Synonyms: Methanesulfonato2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II);t-BuDavePhos Pd G3;Methanesulfonato[2-(di-t-butylphosphino)-2'-(N,N-dimethylamino)-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct,[t-BuDavePhos Palladacycle Gen. 3];t-BuDavePhos Palladacycle Gen.3
• CAS NO: 1445085-92-6
• Molecular Formula: C35H45N2O3PPdS
• Molecular Weight: 711.21
• EINECS: -0
• Mol File: 1445085-92-6.mol
• Article Data: 1

Chemical Properties

• Appearance: green-yellow/Powder
• CAS DataBase Reference: Methanesulfonato2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II)(CAS DataBase Reference)
• NIST Chemistry Reference: Methanesulfonato2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II)(1445085-92-6)
• EPA Substance Registry System: Methanesulfonato2-Di-t-butylphosphino-2'-(N,N-dimethylamino)biphenyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II)(1445085-92-6)

Safety Data

• Hazardous Substances Data: 1445085-92-6(Hazardous Substances Data)

Usage

Reaction

Palladium precatalyst for Suzuki-Miyaura coupling reactions. Palladium precatalyst for arylation reactions of primary amines, secondary amines, primary amides, phenols, alcohols, tert-butyl acetate. Palladium precatalyst for fluorination reactions

Uses

tBuDavePhos Pd G3 has been used as a precatalyst for the Synthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids. It may also be used for a variety of C-C and C-N cross-coupling reactions.

General Description

tBuDavePhos Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has a long life in solutions. tBuDavePhos Pd G3 is an excellent reagent for palladium catalyzed cross-coupling reactions. 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.

Upstream product

• 1445085-50-6 [1,1'-biphenyl]-2-aminium methanesulfonate 
• 90-41-5 2-phenylaniline 
• 1435520-65-2 (2'-amino-1,1'-biphenyl-2-yl)methanesulfonatopalladium(II) dimer 
• 224311-49-3 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine 

Relevant articles and documents

Design and preparation of new palladium precatalysts for C-C and C-N cross-coupling reactions

A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C-C and C-N bond forming reactions.