Ligands for asymmetric hydrogenation. Medical search. Frequent questions

Ruthenium (II)-catalyzed asymmetric transfer hydrogenation of aromatic ketones using new ferrocene-based amino-phosphine ligands featuring planar chirality /by Bao Vue. (fresnostate.edu)
The self-assembly of Secondary Phosphine Oxides (SPOs) into anionic bidentate chelates was used to construct unique systems for metal catalyzed transfer hydrogenation of ketones in isopropanol . (rsc.org)
When a chiral version of an SPO was used in asymmetric transfer hydrogenation of isopropanol and acetophenone , an enantiomeric excess of 89% was achieved. (rsc.org)
The Ru(II)-benzene complexes catalyzed the asymmetric transfer hydrogenation (ATH) of aromatic ketones to their enantiopure secondary alcohols. (ias.ac.in)
As early as 1998, Professor Zhang designed and synthesized the ambox ligand, which showed excellent enantioselectivity in ruthenium-catalyzed asymmetric transfer hydrogenation. (fm88roundup.com)
The potential for catalysis was shown in the Ru II -catalyzed, solvent-free hydration of benzonitrile and the Ru II - and Ir I -catalyzed transfer hydrogenation of cyclohexanone in isopropanol. (vu.nl)
The synthesized ligands have been evaluated for their potential to function as chiral catalysts in the asymmetric Henry reaction and asymmetric transfer hydrogenation. (pacific.edu)
The ligands proved to be less suitable for asymmetric transfer hydrogenation with only a select number of ligands catalyzing the reaction, and a single example resulting in a decent enantioselectivity. (pacific.edu)

the title of his thesis is "Design and synthesis of model compounds: study of stereoelectronic, steric effects, reactive intermediates, catalytic enantioselective hydrogenation and dynamic protection of functional groups" He is also a scientific advisor for Enamine Ltd. and Lumobiotics GmbH. (wikipedia.org)
Although Igor's interest to the synthesis of chiral ligands has not been faded, he changed the general direction of his research once more, and now he works in the area of drug design. (wikipedia.org)
These minimal artificial enzymes could find applications in asymmetric synthesis of drugs or drug intermediates produced by pharmaceutical industry. (irb.hr)
The synthesis of enantioenriched molybdenum precatalysts for the asymmetric hydrogenation of substituted quinolines and naphthalenes is described. (princeton.edu)
Wenjun Tang combines Enantioselective synthesis and Asymmetric hydrogenation in his studies. (research.com)
Wenjun Tang integrates Enantioselective synthesis and Asymmetric hydrogenation in his research. (research.com)
?? Highly efficient and enantioselective hydrogenation is a key generic technology for green drug synthesis. (fm88roundup.com)
These multidentate ligands have been applied to the green synthesis of many important drugs such as Ezetimibe, Montelukast, Phenylephrine, Nicotine, etc. (fm88roundup.com)
Highly Regio- and Enantioselective Synthesis of gamma-delta Unsaturated Amido Esters by Catalytic Hydrogenation of Conjugated Enamides. (sustech.edu.cn)
Synthesis of Chiral Aliphatic Amines through Asymmetric Hydrogenation. (sustech.edu.cn)
The synthesis of these ligands, isolation, characterization, and their performance in transition metal-catalyzed hydroformylation, isomerizing hydroformylation, and asymmetric hydrogenation of olefins is summarized. (bvsalud.org)
As a consequence of inverting the axial chirality, the configuration of the potential reaction product in asymmetric synthesis would also be inverted. (pacific.edu)

Later, working in Rostock, Igor V. Komarov changed the direction of his research and got interested in homogenous asymmetric catalysis. (wikipedia.org)
The study of catalysis was carried out using model compounds: functionalized camphor- and tartaric acid-derived chiral ligands were synthesized such as monophosphines, diphosphines, and then Rhodium(I) complexes with them. (wikipedia.org)
Mehler, G. A new principle in combinatorial asymmetric transition-metal catalysis: Mixtures of chiral monodentate P ligands. (mpg.de)
In asymmetric catalysis it is well established that the chiral information should be incorporated as close as possible to the coordination sphere of the catalytic metal. (irb.hr)
In 2022, Professor Zhang proposed the concept of ate catalysis and a tetradentate ligand based on the ferrocene skeleton, termed as f-phamidol, which can obtain a TON of up to 13,425,000 in asymmetric hydrogenation of simple ketones. (fm88roundup.com)
The seemingly matured field of ligand discovery still holds significant potential and will steer the field of homogeneous catalysis. (bvsalud.org)
Construction of Heterobimetallic Catalytic Scaffold with a Carbene-Bipyridine Ligand: Gold-Zinc Two-Metal Catalysis for Intermolecular Addition of O -Nucleophiles to Non-activated Alkynes. (hokudai.ac.jp)
H-bonded counterion-directed catalysis (HCDC) is a strategy wherein a chiral anion that is hydrogen-bonded to the achiral ligand of a metal complex is responsible for enantioinduction. (urv.cat)
Excellent enantioselectivities have been achieved in the hydrogenation of most substrates tested, demonstrating the high potential of these newly developed phosphine-aminophosphine ligand s in asymmetric catalysis. (idexlab.com)

The complexes were used for asymmetric homogenous hydrogenation of prochiral substrates, and the obtained results allowed elucidating the effects of oxo- and oxy-functional groups in ligands on efficiency and selectivity of the catalysts. (wikipedia.org)
Sell, T. Enantioselective hydrogenation of enamides catalyzed by chiral rhodium-monodentate phosphite complexes. (mpg.de)
Preliminary results provide a proof of concept and strongly indicate that simple amino acid bioconjugates of monodentate triphenylphosphane ligands can form supramolecular L2M complexes with Rh(I) that selectively catalyze a model asymmetric hydrogenation reaction with major impact of the distant amino acid sequence on selectivity [Kirin and Kokan, RSC Adv. 2012, Eur. (irb.hr)
Spectroscopic and mechanistic studies established molybdenum η 6 -arene complexes as the catalyst resting state and that partial hydrogenation arises from dissociation of the substrate from the coordination sphere of molybdenum prior to complete reduction. (princeton.edu)
The donor strength of the ligands was investigated by using their P-κ 1 - and P,N-κ 2 -tungsten(0) carbonyl complexes, by determining the IR frequency of the trans-CO ligands. (vu.nl)
Finally, to enable access to asymmetric catalysts, chiral cycloiminophosphanes were prepared from l-menthone, as well as their P,N-κ 2 -Rh III and a P-κ 1 -Ru II complexes. (vu.nl)
Chiral functionalized bisphosphine ligands: Transition metal complexes of 1,2-bis( tert -butylchlorophosphido)-1,2-dicarba- closo -dodecaborane(12). (ac.ru)
EP 2 653 457 and related applications, methods of reducing organic molecules by hydrogenation using Ruthenium-Phosphine complexes have been disclosed. (epo.org)
Chiral ligands based on a trans-1,2-diaminocyclohexane motif are often employed for this purpose and their complexes with transition metals have been demonstrated to act as efficient chiral catalysts in asymmetric reactions. (pacific.edu)

These works led to introduction of efficient catalysts to synthetic practice, like catASium, some of them bearing a camphor-derived ligand ROCKYPhos (named after the cities ROstok and KYiv). (wikipedia.org)
In this webinar Raybow's Dr. Dirk Hütten presents the company's expertise in the field of very efficient chiral ligands for transition metal catalysts. (raybow.com)

Can be readily transformed into P,N -sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asymmetric hydrogenation of olefins. (sigmaaldrich.com)
A series of new chiral phosphine-aminophosphine ligand s [(R)-HW-Phos] has been prepared from (R)-l.,2,3,4-tetrahydro- 1 - Naphthylamine through a two-step procedure, and successfully applied in the rhodium -catalyzed asymmetric hydrogenation of various functionalized olefins such as alpha-enol ester phosphonates, alpha-enamido phosphonates, (Z)-beta-(acylamino)acrylates and so on. (idexlab.com)
The results disclosed that the Rh/(R-c,R-a)-THNAPhos complex is highly effective for the enantioselective hydrogenation of these kinds of functionalized C=C olefins, affording the corresponding hydrogenation product in excellent enantioselectivities (normally over 99% ee). (idexlab.com)

The sense of asymmetric reduction with acyclic imines is the same as the corresponding ketones. (cjrgroup.com)

Thus, this account demonstrates the central role of phosphorus ligands in industrially relevant transformations such as hydrogenation and hydroformylation. (bvsalud.org)

Asymmetric hydrogenation has remained an important and challenging research area in industry as well as academia due to its high atom economy and ability to induce chirality. (bvsalud.org)

Feringa, B. L. PipPhos and MorfPhos: Privileged monodentate phosphoramidite ligands for rhodium-catalyzed asymmetric hydrogenation. (mpg.de)
We also give an example of HTE in mechanistic research, which stems from our work on asymmetric hydrogenation with low-cost monodentate phosphoramidite ligands. (rug.nl)
We have recently reported a new chiral 1 ,2,3,4-tetrahydro- 1 - Naphthylamine -derived phosphine- phosphoramidite ligand , (R-c,R-a)-THNAPhos, that is highly efficient in the rhodium -catalyzed asymmetric hydrogenation of a broad range of alpha-enol ester phosphonates. (idexlab.com)

C 6 H 6 )L] were obtained from the reactions between [RuCl 2 (η 6 -C 6 H 6 )] 2 and the chiral aroylthiourea ligands (L) derived from unprotected D/L-alanine and characterized. (ias.ac.in)
Within this project, a significant extension is proposed including (i) the use of new ligand bioconjugates with phosphorous or nitrogen donor atoms, (ii) the use of new substrates and (iii) the use of other transition metals for different asymmetric reactions, namely Ru(II)-catalyzed hydrogenation, Pd(II)-catalyzed alkylation and Ln(III) catalyzed silylcyanation. (irb.hr)
Three classes of pincer ligands with chiral substituents were evaluated as supporting ligands in the molybdenum-catalyzed hydrogenation reactions, where oxazoline imino(pyridine) chelates were identified as optimal. (princeton.edu)
In contrast to hydrogenation reactions which require a high hydrogen pressure (80-500 psi), hydrosilylation reactions typically require heating to 60 o C under an atmosphere of argon. (cjrgroup.com)
In particular, asymmetric hydrogenation reactions, while simple in terms of chemical transformation, yield enantiomerically pure compounds which are of great importance to drug discovery efforts. (uconn.edu)

Sell, T. Mixtures of chiral monodentate phosphites, phosphonites and phosphines as ligands in Rh-catalyzed hydrogenation of N-acyl enamines: extension of the combinatorial approach. (mpg.de)
Mehler, G. Mixtures of chiral and achiral monodentate ligands in asymmetric Rh-catalyzed olefin hydrogenation: reversal of enantioselectivity. (mpg.de)
This personal account presents a selection of three distinct classes of phosphorous ligands, namely, monodentate meta-substituted phosphinites, bis-phosphites, and P-chiral supramolecular phosphines, developed in our group. (bvsalud.org)

For asymmetric catalytic hydrogenations and other transformations. (strem.com)
The Rh complex of ligand 1a having the (S,S,S,S)-configuration showed the lowest catalytic efficiency for all of the substrates examined (0-84.8% ees). (ewha.ac.kr)
Chiral Phosphites Derived from Carboranes: Electronic Effect in Catalytic Asimmetric Hydrogenation. (ac.ru)
Oehme Günther, Grassert Ingrid, Ziegler Silke, Meisel Roland, Fuhrmann Hans: Catalytic asymmetric hydrogenation in micellar media with amphiphilic and non-amphiphilic ligands. (iupac.org)
However, bioinspired molecular devices designed for artificial photosynthesis, consisting of a photocentre, a bridging ligand and a catalytic centre, can become unstable and break down when their individual modules are structurally compromised, halting their overall functionality and operation. (nature.com)
We have identified the hydrogenation of the bridging ligand, which inhibits the light-driven electron transfer between the photocentre and catalytic centre, as the deactivation mechanism. (nature.com)
Unsymmetrical hybrid chiral phosphine-aminophosphine ligand derived from 1 ,2,3,4-tetrahydro- 1 - Naphthylamine has been found to be highly efficient in the Ir-catalyzed asymmetric hydrogenation of various 3-aryl-2H- 1 ,4-benzoxazines, providing good enantioselectivities (up to 95% ee) and high catalytic activity (S/C up to 5000). (idexlab.com)
In this work, the use of prochiral starting materials and an Iridium based catalytic system using bidentate chiral phosphine ligands has been shown to yield a wide range of 2-substituted 1,4-benzodioxanes with excellent enantioselectivities. (uconn.edu)

This review evaluates the possibility of the use of C1-symmetric diphosphorus ligands in asymmetric hydrogenation to produce chiral compounds. (bvsalud.org)

Chelating bidentate or tridentate ligands were formed by assembly of secondary phosphine oxides through hydrogen bonding in the presence of rhodium trichloride as demonstrated by means of NMR spectroscopy and X-ray diffraction . (rsc.org)
Among several types of ligands, chiral bidentate phosphine ligands have played a pivotal role in developing asymmetric hydrogenation. (bvsalud.org)
Although C2-symmetric chiral bidentate phosphine ligands have dominated the field, it has been found that several C1-symmetric ligands are equally effective and, in many cases, have outperformed their C2-symmetric counterparts. (bvsalud.org)
The present research also discloses that these newly developed phosphine-aminophosphine ligand s are more efficient than that derived from (S)- 1 -phenyl ethyl amine, suggesting that the increased rigidity conferred by a cyclohexyl fragment in these phosphine-aminophosphine ligand s has a positive effect in the asymmetric induction. (idexlab.com)

Thus, the Rh complex of the pseudo-C 2 -symmetrical diphosphine, (R,S,S,S)-1c, showed excellent enantioselectivities (93.0-98.6% ees) in the hydrogenations of a broad spectrum of substrates, and especially in the hydrogenations of methyl α-(N-acetyamino)-β-arylacrylates (95.3-97.0% ees). (ewha.ac.kr)

4-Diphenylphosphinosydnone Imines as Bidentate Ligands. (ac.ru)

A cationic [IrH(THF)(P,N)(imine)][BArF] catalyst containing a P-stereogenic MaxPHOX ligand enables a direct asymmetric hydrogenation of N -methyl and N -alkyl imines with high enantioselectivity. (organic-chemistry.org)

On this basis of amphox, Zhang and coworkers successively developed chiral tridentate ligands f-amphol, f-ampha, f-amphamide and electron-rich Heng-PNP. (fm88roundup.com)

Asymmetric Hydrogenation of Pyridinium Salts with an Iridium Phosphole Catalyst. (sustech.edu.cn)
A highly efficient and enantioselective access to tetrahydroisoquinoline alkaloids: asymmetric hydrogenation with an iridium catalyst. (sustech.edu.cn)
It builds on earlier work by the same group on the use of a Brintzinger ansa -titanocene [ JOMC82-232-233 ] derived catalyst for asymmetric hydrogenation [ JACS94-116-8952 ]. (cjrgroup.com)

Rhodium-Catalyzed Enantioseletive Hydrogenation of Tetrasubstituted α-Acetoxy β-Enamido Esters: a New Approach to Chiral α-Hydroxyl-β-Amino Acid derivatives. (sustech.edu.cn)
Rhodium-catalyzed asymmetric hydrogenation of unprotected NH imines assisted by a thiourea. (sustech.edu.cn)

Asymmetric hydrogenation is an important route to chiral compounds. (raybow.com)

Asymmetric intramolecular direct hydroarylation of α-ketoamides gives various types of optically active 3-substituted 3-hydroxy-2-oxindoles in high yields with complete regioselectivity and high enantioselectivities (84-98% ee). (unboundmedicine.com)

This method for the asymmetric hydrosilylation of imines was first reported by Buchwald in 1996 [ JACS96-118-6784 ]. (cjrgroup.com)

Metal-catalyzed hydroformylation and hydrogenation heavily rely on ligands, among which phosphorous ligands play a pivotal role. (bvsalud.org)

The recent strategies and advances in the application of C1-symmetric diphosphorus ligands in the metal-catalyzed asymmetric hydrogenation of a variety of Cî C bonds have been summarized. (bvsalud.org)

For quinoline derivatives, selective hydrogenation of both the carbocycle and heterocycle was observed depending on the ring substitution. (princeton.edu)
Silver-Catalyzed Asymmetric Aldol Reaction of Isocyanoacetic Acid Derivatives Enabled by Cooperative Participation of Classical and Nonclassical Hydrogen Bonds. (hokudai.ac.jp)

Novel seven-membered cyclic imine-based 1,3-P,N ligands were obtained by capturing a Beckmann nitrilium ion intermediate generated in situ from cyclohexanone with benzotriazole, and then displacing it by a secondary phosphane under triflic acid promotion. (vu.nl)
It may also be used to prepare (20 E )- N -[ t -butyl-( R )-sulfinyl]-3β-( t -butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the development of androgen receptor antagonists. (sigmaaldrich.com)

To further demonstrate the utility of THNAPhos in asymmetric hydrogenation, in this paper, we describe its new application in the asymmetric hydrogenation of alpha-dehydroamino acid esters, enamides, dimethyl itaconate and alpha-enamido phosphonates. (idexlab.com)

A stereochemical model is proposed based on the relative energies of the respective coordination of the prochiral faces of the arene determined by steric interactions between the substrate and the chiral ligand, rather than through precoordination by a heteroatom. (princeton.edu)

0005] The term "hydrogenation" in the sense of the present invention especially means and/or includes the reaction of an organic molecule with molecular hydrogen and/or a source of molecular hydrogen. (epo.org)

The potential of diphosphorus ligands in asymmetric hydrogenation to produce pharmaceutical intermediates, bioactive molecules, drug molecules, agrochemicals, and fragrances is discussed. (bvsalud.org)

Reetz, M. T. Palladium-Catalysed Amination of Aryl- and Heteroaryl Halides Using tert-Butyl Tetraisopropylphosphorodiamidite as an Easily Accessible and Air-Stable Ligand. (mpg.de)

Utilizing the newly gained optically pure primary diamine scaffold, a library of chemically diverse secondary diamine ligands has been synthesized and characterized through NMR spectroscopy, mass spectrometry, and chiral HPLC. (pacific.edu)

Highly efficient Iridium-catalyzed asymmetric hydrogenation of unprotected β-Enamine esters. (sustech.edu.cn)

Bondarev, O. Chiral diphosphites and diphosphoramidites as cheap and efficient ligands in Rh-catalyzed asymmetric olefin hydrogenation. (mpg.de)
Blackmond, D. G. Why are BINOL-based monophosphites such efficient ligands in Rh-catalyzed asymmetric olefin hydrogenation? (mpg.de)

Chemicals and Drugs12

Phenomena and Processes4

Transfer hydrogenation8

Synthesis12

Catalysis9

Complexes9

Catalysts2

Olefins3

Ketones1

Phosphorus Ligands1

Chirality1

Phosphoramidite3

Reactions5

Monodentate3

Catalytic8

Produce chiral1

Phosphine4

Substrates1

Bidentate1

Enantioselectivity1

Tridentate ligands1

Catalyst3

Rhodium2

Chiral compounds1

Enantioselectivities1

Imines1

Hydroformylation1

Metal catalyzed1

Derivatives2

Imine2

Enamides1

Steric1

Reaction1

Intermediates1

Easily Accessible1

Scaffold1

Iridium1

Efficient2