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1219025-18-9

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1219025-18-9 Usage

Description

(R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene is a complex chemical compound featuring a phosphine ligand connected to a spiroindene backbone. (R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene is recognized for its high selectivity and efficiency in catalytic asymmetric reactions, particularly in metal-catalyzed hydrogenation and other organic syntheses. Its unique structure, which includes both phosphine and spiroindene moieties, contributes to its performance in various chemical processes. It has been extensively studied and is valued in the synthesis of pharmaceuticals and complex organic compounds. Furthermore, its ability to form stable and catalytically active complexes with a range of transition metals positions it as a significant reagent in organometallic chemistry.

Uses

Used in Organic Chemistry:
(R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene is used as a chiral ligand for enhancing the selectivity and efficiency of catalytic asymmetric reactions. Its application is crucial in metal-catalyzed hydrogenation and other types of organic synthesis, where it aids in producing enantiomerically pure compounds, which are essential in the pharmaceutical industry.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene is utilized as a key component in the synthesis of various drugs. Its role in creating enantiomerically pure compounds is vital for the development of effective medications with fewer side effects.
Used in Organometallic Chemistry:
(R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene is also used as a reagent in organometallic chemistry. It is known for its capacity to form stable and catalytically active complexes with different transition metals, which are important in a variety of chemical reactions and processes.
Used in Catalyst Development:
(R)-7′-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spiroindene is employed in the development of new catalysts due to its ability to form complexes with transition metals. These catalysts are essential in speeding up chemical reactions and improving the overall yield of desired products in various industrial applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1219025-18-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,1,9,0,2 and 5 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1219025-18:
(9*1)+(8*2)+(7*1)+(6*9)+(5*0)+(4*2)+(3*5)+(2*1)+(1*8)=119
119 % 10 = 9
So 1219025-18-9 is a valid CAS Registry Number.

1219025-18-9Upstream product

1219025-18-9Relevant articles and documents

Chiral iridium spiro aminophosphine complexes: Asymmetric hydrogenation of simple ketones, structure, and plausible mechanism

Xie, Jian-Bo,Xie, Jian-Hua,Liu, Xiao-Yan,Zhang, Qian-Qian,Zhou, Qi-Lin

scheme or table, p. 899 - 908 (2011/10/02)

The iridium complexes of chiral spiro aminophophine ligands, especially the ligand with 3,5-di-tert-butylphenyl groups on the P atom (1 c) were demonstrated to be highly efficient catalysts for the asymmetric hydrogenation of alkyl aryl ketones. In the presence of KOtBu as a base and under mild reaction conditions, a series of chiral alcohols were synthesized in up to 97%ee with high turnover number (TON up to 10 000) and high turnover frequency (TOF up to 3.7× 104 h-1). Investigation on the structures of the iridium complexes of ligands (R)-1 a and 1 c by X-ray analyses disclosed that the 3,5-di-tert-butyl groups on the P-phenyl rings of the ligand are the key factor for achieving high activity and enantioselectivity of the catalyst. Study of the catalysts generated from the Ir-(R)-1 c complex and H2 by means of ESI-MS and NMR spectroscopy indicated that the early formed iridium dihydride complex with one (R)-1 c ligand was the active species, which was slowly transformed into an inactive iridium dihydride complex with two (R)-1 c ligands. A plausible mechanism for the reaction was also suggested to explain the observations of the hydrogenation reactions. The chiral iridium complexes of spiro aminophosphine ligands were demonstrated to be highly efficient catalysts for the hydrogenation of aromatic ketones, providing chiral alcohols in high enantioselectivities (up to 97%ee) with high turnover number (TON up to 10 000) and turnover frequency (TOF up to 3.7× 104 h-1).

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