Category: 174467-31-3

Rapid ketone transfer hydrogenation by employing simple, in situ prepared iridium(I) precatalysts supported by “non-N-H” P,N ligands was written by Lundgren, Rylan J.;Stradiotto, Mark. And the article was included in Chemistry – A European Journal in 2008.Quality Control of (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene This article mentions the following:

The catalytic utility in ketone transfer hydrogenation (TH) of the preformed [Ir(cod)(κ²-2-NMe₂-3-PiPr₂-indene)]⁺X^– ([2a]⁺X^–; X: PF₆, BF₄, and OTf; cod: η⁴-1,5-cyclooctadiene; OTf: trifluoromethanesulfonate), [Ir(cod)(κ²-1-PiPr₂-2-NMe₂-indene)]⁺OTf^– ([2b]⁺OTf^–), [Ir(cod)(κ²-2-NMe₂-3-PiPr₂-indenide)] (3), and [Ir(cod)(κ²-o-tBu₂PC₆H₄NMe₂)]⁺PF₆^– ([4]⁺PF₆^–), and of related mixtures prepared from [{IrCl(cod)}₂] and various P,N-substituted indene or phenylene ligands, was examined Whereas [2a]⁺X^–, [2b]⁺OTf^–, 3, and related in situ prepared Ir catalysts derived from P,N-indenes proved to be generally effective in mediating the reduction of acetophenone to 1-phenylethanol in basic iPrOH at reflux (0.1 mol% Ir; 81-99% conversion) in a preliminary catalytic survey, the structurally related Ir catalysts prepared from (o-R₂PC₆H₄)NMe₂ (R: Ph, iPr, or tBu) outperform the corresponding P,N-indene ligands under similar conditions. In such studies, alteration of the substituents at the donor fragments of the supporting P,N ligand had a pronounced influence on the catalytic performance of the derived catalysts, with ligands featuring bulky dialkylphosphino donors proving to be the most effective. Notably, the crystallog. characterized complex [4]⁺PF₆^–, either preformed or prepared in situ from a mixture of [{IrCl(cod)}₂], NaPF₆, and (o-tBu₂PC₆H₄)NMe₂, proved to be highly effective in mediating the catalytic transfer hydrogenation (TH) of ketones in basic iPrOH, with near quant. conversions for a range of alkyl and/or aryl ketones and with very high turnover-frequency values (up to 230000 h^-1 at > 50% conversion); this thereby enabled the use of Ir loadings ranging from 0.1 to 0.004 mol %. Catalyst mixtures prepared from [{IrCl(cod)}₂], NaPF₆, and the chiral (αS,αS)-1,1′-bis[α-(dimethylamino)benzyl]-(R,R)-2,2′-bis(dicyclohexylphosphino)ferrocene (Cy-Mandyphos) ligand proved capable of mediating the asym. TH of aryl alkyl ketones, including that of the hindered substrate 2,2-dimethylpropiophenone with an efficiency (0.5 mol% Ir; 95% conversion, 95% ee) not documented previously in TH chem. In the experiment, the researchers used many compounds, for example, (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3Quality Control of (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene).

(R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3) belongs to chiral phosphine ligands. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Indeed, very little research on chiral tertiary phosphine-catalyzed asymmetric reactions occurred prior to the year 2000.Quality Control of (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Defined rhodium-MandyPhos pre-catalyst systems was written by Nass, Andreas Rivas;Doppiu, Angelino;Karch, Ralf;Schuster, Andreas;Stephen, A.;Hashmi, K.. And the article was included in Chimica Oggi in 2009.Reference of 174467-31-3 This article mentions the following:

Investigations of Ru- and Rh-based chiral hydrogenation reactions using the ligands MandyPhos and TaniaPhos are up to now based on in situ protocols. The purpose of this and prior work was the clear and detailed structural description of isolated rhodium and ruthenium pre-catalysts with these ligands in order to develop defined ready to use catalytic systems for asym. synthesis. In the case of ruthenium it was found that it is possible to isolate and identify well-defined pre-catalyst systems only by establishing new protocols for complex synthesis. Driven by those experiences, the coordination behavior of MandyPhos with rhodium was investigated and a similar picture emerged. This study provides new synthetic routes to stable rhodium complexes with MandyPhos ligands and norbornadiene or cyclooctadiene ancillary ligands. In the experiment, the researchers used many compounds, for example, (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3Reference of 174467-31-3).

(R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Chiral ligands coordinate to metal centers to create an asymmetric environment around the reaction centers, which eventually affects enantioselectivity and reaction rate.Reference of 174467-31-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Copper-Catalyzed Asymmetric Borylative Ring Opening of Diazabicycles was written by Lee, Hyesu;Han, Jung Tae;Yun, Jaesook. And the article was included in ACS Catalysis in 2016.HPLC of Formula: 174467-31-3 This article mentions the following:

Highly enantioselective, copper-catalyzed ring opening of bicyclic hydrazines using a diboron reagent was accomplished with (R,R)-taniaphos as a chiral ligand. Desymmetrization of various bicyclic hydrazines by boryl substitution afforded 3-Bpin-4-hydrazino-cyclopentene derivatives with enantioselectivity up to >99% under mild conditions. The resulting allylic boron products were utilized in further organic transformations. Kinetic resolution of a racemic bicyclic oxazine gave useful information about the relative rates of C-O and C-N bond cleavage. In the experiment, the researchers used many compounds, for example, (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3HPLC of Formula: 174467-31-3).

(R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3) belongs to chiral phosphine ligands. Phosphine-catalyzed asymmetric reactions are now powerful and versatile tools for the construction of C–C, C–N, C–O, and C–S bonds and for the syntheses of functionalized carbocycles and heterocycles. Indeed, very little research on chiral tertiary phosphine-catalyzed asymmetric reactions occurred prior to the year 2000.HPLC of Formula: 174467-31-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Copper-Catalyzed Tandem Asymmetric Borylation of β-Chloroalkyl Aryl Ketones and Related Compounds was written by Jiang, Quanbin;Guo, Tenglong;Yu, Zhengkun. And the article was included in ChemCatChem in 2015.Recommanded Product: 174467-31-3 This article mentions the following:

The Cu-catalyzed, one-pot tandem (asym.) borylation of β-chloroalkyl aryl ketones via the in situ generated acyclic enones with bis(pinacolato)diboron was achieved efficiently to reach up to 97% yield and 99% enantioselectivity for the formal sp³ C-Cl borylation products. The present methodol. provides an efficient alternative route to (chiral) alkylboron compounds In the experiment, the researchers used many compounds, for example, (R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3Recommanded Product: 174467-31-3).

(R,R)-2,2′-Bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1′-bis(diphenylphosphino)ferrocene (cas: 174467-31-3) belongs to chiral phosphine ligands. During the past two decades, tertiary phosphine catalysts have been applied extensively in a wide range of carbon–carbon and carbon–heteroatom bond-forming transformations. Chiral ligands coordinate to metal centers to create an asymmetric environment around the reaction centers, which eventually affects enantioselectivity and reaction rate.Recommanded Product: 174467-31-3

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis