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2'-[(1,1-Dimethylethyl)phenylphosphino]-N2,N2,N6,N6-tetramethyl-[1,1'-biphenyl]-2,6-diamine, also known as (t-Bu)PhCPhos, is a phosphine ligand derived from the Buchwald group. It is characterized by its ability to form a Pd G3 complex, which offers best-in-class performance in various chemical reactions. 2'-[(1,1-Dimethylethyl)phenylphosphino]-N2,N2,N6,N6-tetramethyl-[1,1'-biphenyl]-2,6-diamine is known for its steric bulk and electronic properties, making it a versatile and efficient ligand in organic synthesis.

1660153-91-2

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1660153-91-2 Usage

Uses

Used in Pharmaceutical Industry:
(t-Bu)PhCPhos is used as a ligand in the arylation of sterically hindered primary amines for the synthesis of various pharmaceutical compounds. Its unique properties allow for efficient and selective reactions, leading to the production of complex molecules with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, (t-Bu)PhCPhos is employed as a ligand for palladium-catalyzed cross-coupling reactions. Its steric and electronic properties enable the formation of carbon-carbon and carbon-heteroatom bonds, which are essential in the synthesis of a wide range of organic compounds, including natural products, agrochemicals, and advanced materials.
Used in Research and Development:
(t-Bu)PhCPhos is also utilized in research and development laboratories for the exploration of new reaction pathways and the optimization of existing synthetic routes. Its performance in palladium-catalyzed reactions makes it a valuable tool for chemists working on the design and synthesis of novel molecules with potential applications in various industries.

Reactions

Ligand for the Palladium-catalyzed Buchwald-Hartwig cross-coupling of hindered primary amines and aryl halides.

Check Digit Verification of cas no

The CAS Registry Mumber 1660153-91-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,6,6,0,1,5 and 3 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1660153-91:
(9*1)+(8*6)+(7*6)+(6*0)+(5*1)+(4*5)+(3*3)+(2*9)+(1*1)=152
152 % 10 = 2
So 1660153-91-2 is a valid CAS Registry Number.

1660153-91-2Downstream Products

1660153-91-2Relevant academic research and scientific papers

Rational ligand design for the arylation of hindered primary amines guided by reaction progress kinetic analysis

Ruiz-Castillo, Paula,Blackmond, Donna G.,Buchwald, Stephen L.

, p. 3085 - 3092 (2015)

We report the Pd-catalyzed arylation of very hindered α,α,α-trisubstituted primary amines. Kinetics-based mechanistic analysis and rational design have led to the development of two biarylphosphine ligands that allow the transformation to proceed with excellent efficiency. The process was effective in coupling a wide range of functionalized aryl and heteroaryl halides under mild conditions.

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