1219080-77-9 Usage
Description
2-(Di-1-adamantylphosphino) dimethylaminobenzene, 97% Me-DalPhos, is a phosphine ligand characterized by its adamantyl and dimethylaminobenzene groups. It is known for its high purity and unique steric and electronic properties, which make it a valuable compound in various chemical reactions and applications.
Uses
Used in Pharmaceutical Industry:
2-(Di-1-adamantylphosphino) dimethylaminobenzene, 97% Me-DalPhos, is used as a ligand in the Pd-catalyzed cross-coupling reactions for the synthesis of complex organic molecules, including those with potential pharmaceutical applications. Its unique properties contribute to the efficiency and selectivity of these reactions, facilitating the production of desired compounds.
Used in Chemical Research:
In the field of chemical research, 2-(Di-1-adamantylphosphino) dimethylaminobenzene, 97% Me-DalPhos, serves as a crucial ligand for Pd-catalyzed cross-coupling reactions. It is employed to study the reactivity and mechanism of these reactions, leading to a better understanding of the underlying chemistry and the development of new synthetic methods.
Used in Material Science:
2-(Di-1-adamantylphosphino) dimethylaminobenzene, 97% Me-DalPhos, is utilized as a ligand in the synthesis of advanced materials, such as organic semiconductors and catalysts. Its unique properties enable the creation of materials with tailored electronic and catalytic properties, which can be applied in various technological applications, including energy conversion and storage.
Reaction
Versatile ligand for the palladium-catalyzed amination of aryl and heteroaryl chlorides with primary aryl and alkylamines, cyclic and acyclic amines, lithium amide, N-H imines, hydrazones and ammonia.
Check Digit Verification of cas no
The CAS Registry Mumber 1219080-77-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,1,9,0,8 and 0 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1219080-77:
(9*1)+(8*2)+(7*1)+(6*9)+(5*0)+(4*8)+(3*0)+(2*7)+(1*7)=139
139 % 10 = 9
So 1219080-77-9 is a valid CAS Registry Number.
1219080-77-9Relevant articles and documents
A highly versatile catalyst system for the cross-coupling of aryl chlorides and Amines
Lundgren, Rylan J.,Sappong-Kumankumah, Antonia,Stradiotto, Mark
experimental part, p. 1983 - 1991 (2010/07/03)
The syntheses of 2-(di-tertbutylphosphino)-N,N-dimethylaniline (L1, 71%) and 2-(di-1-adamantylphosphino)-N,N-dimethylaniline (L2, 74%), and their application in BuchwaldHartwig amination, are reported. In combination with [Pd(allyl)Cl]2 or [Pd(cinnamyl)Cl]2, these structurally simple and air-stable P,N ligands enable the cross-coupling of aryl and heteroaryl chlorides, including those bearing as substituents enolizable ketones, ethers, esters, carboxylic acids, phenols, alcohols, olefins, amides, and halogens, to a diverse range of amine and related substrates that includes primary alkyl- and arylamines, cyclic and acyclic secondary amines, N-H imines, hydrazones, lithium amide, and ammonia. In many cases, the reactions can be performed at low catalyst loadings (0.5-0.02 mol % Pd) with excellent functional group tolerance and chemoselectivity. Examples of cross-coupling reactions involving 1,4-bromochlorobenzene and iodobenzene are also reported. Under similar conditions, inferior catalytic performance was achieved when using Pd(OAc)2, PdCl2, [PdCl2(cod)] (cod = 1,5-cyclooctadiene), [PdCl 2(MeCN)2], or [Pd2(dba)3] (dba = dibenzylideneacetone) in combination with L1 or L2, or by use of [Pd(allyl)Cl]2 or [Pd(cinnamyl)Cl]2 with variants of L1 and L2 bearing less basic or less sterically demanding substituents on phosphorus or lacking an ortto-dimethylamino fragment. Given current limitations associated with established ligand classes with regard to maintaining high activity across the diverse possible range of C-N coupling applications, L1 and L2 represent unusually versatile ligand systems for the cross-coupling of aryl chlorides and amines
