An enantioselective C-H arylation of phosphine oxides with o-quinone diazides catalyzed by an iridium(III) complex bearing an atropchiral cyclopentadienyl (Cpx) ligand and phthaloyl tert-leucine as co-catalyst is reported. (unboundmedicine.com)
Her doctoral research was conducted in the area of chiral diamide ligand synthesis and asymmetric catalysis under the supervision of Dr. Simon W. Breeden and Dr. Patrick O'Leary. (bruker.com)
She subsequently worked as an industrial research chemist in the area of chiral phosphine ligand synthesis with Celtic Catalysts Ltd. She joined University College Cork as a NMR Spectroscopist at the Analytical and Biological Research Facility at University College Cork. (bruker.com)
Asymmetric C-O arylation was also achieved for atropo-enantioselective biaryl synthesis using a chiral monodentate phosphine ligand. (elsevierpure.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)
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)
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 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)
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)
A substoichiometric amount of an ester BTA (referred to as the "sergeant") relatively to the ligand (the "soldier") can control the optical purity and handedness of the helical rhodium phosphine complexes. (ipcm.fr)
To the best of our knowledge, this was the first time that a chiral inducer could be used in a substoichiometric amount relative to a ligand without significantly deteriorating the enantioselectivity of an organometallic transformation. (ipcm.fr)
[P34] Accordingly, ester BTAs derived from Leucine and Cyclohexylalanine proved to mix efficiently within the stacks of the ligand, thus imparting a suitable chiral environment for the catalytic reaction. (ipcm.fr)
http://pubs.acs.org/doi/abs/10.1021/acscatal.5b00513]] #ref(Taniguchi_ACSCat2015.png,center,20%) -Asymmetric Suzuki-Miyaura cross-coupling of 1-bromo-2-naphthoates using the helically chiral polymer ligand PQXphos --Yuto Akai, Laure Konnert, Takeshi Yamamoto and Michinori Suginome --'''Chem. (kyoto-u.ac.jp)
Although practical asymmetric Heck oxyarylation to chiral pterocarpans could not be achieved, a convenient Heck-oxyarylation synthesis of rac-15 with (+)-alpha-pinene as ligand gave the highest yield reported to this type of reactions. (unideb.hu)
Synthesis3
Moreover, the reaction worked well on a gram scale, indicating that our protocol has potential applications in the synthesis of chiral ligands and organocatalysts. (sustech.edu.cn)
Highly efficient synthesis of chiral β-amino phosphine derivatives via direct asymmetric reductive amination with ammonium salts and H2[J]. Green Synthesis and Catalysis,2022,3(3). (sustech.edu.cn)
Novel Class of Reversible Chiral Ionic Liquids Derived from Natural Amino Acids: Synthesis and Characterization. (universite-paris-saclay.fr)
Oxides7
The method allows access to a) P-chiral biaryl phosphine oxides, b) atropo-enantioselective construction of sterically demanding biaryl backbones, and also c) selective assembly of axial and P-chiral compounds in excellent yields and diastereo- and enantioselectivities. (unboundmedicine.com)
A highly efficient and enantioselective method for the asymmetric reductive amination of β-keto phosphine derivatives was disclosed, and the corresponding β-amino phosphine oxides could be obtained in high yields (up to 97% yield) and excellent enantioselectivities (up to 97% ee). (sustech.edu.cn)
Various α,β-unsaturated phosphine sulfides were prepared in goods yields from the parent α,β-unsaturated phosphine oxides with Lawesson's reagent. (organic-chemistry.org)
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)
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)
Many isomeric forms can be combined with advances in HPLC is euclamin recommended for sulphoxides, phosphonates and phosphine oxides. (auxerretv.com)
Assessment of the Electronic Properties of P ligands Stemming from Secondary Phosphine Oxides. (univ-grenoble-alpes.fr)
Catalysts9
P-Chiral phosphines have been investigated for two main applications, as ligands for asymmetric homogeneous catalysts and as nucleophiles in organocatalysis. (wikipedia.org)
This work was dedicated to the development and evaluation of new chiral catalysts for asymmetric C-C and C-H bond forming reactions. (cuvillier.de)
An efficient approach for the design of chiral quaternary phosphonium bromides as chiral phase-transfer catalysts was demonstrated. (rsc.org)
We report here a method for in situ generation of various ruthenium carbonyl phosphine catalysts for arylation via cleavage of inert aromatic carbon-oxygen bonds. (elsevierpure.com)
We showed that the enantioselectivity of copper and rhodium catalysts can be modulated by mixing benzene 1,3,5-tricarboxamide (BTA) monomers able to self-associate into chiral helices in solution. (ipcm.fr)
Enantioenriched, highly functionalized cyclopropane derivatives were prepared by a simple and green approach using monosaccharide‐based chiral crown ethers as phase transfer catalysts. (researchgate.net)
High activity mono-phosphine platinum catalysts for alkyne and diene diboration will be developed. (ukri.org)
The scope and mechanism of alkene diboration using our new usual Rh (dppm) - containing catalyst precursor will be explored, and attempts will be made to develop chiral catalysts for the enetioselective diboration of unsaturated organic substrates. (ukri.org)
This dissertation covers the preparation of coordinatively unsaturated ruthenium(II) selenolate complexes, their use as cooperative catalysts for the activation of hydrosilanes, and mechanistic studies on a rhodium-catalyzed asymmetric hydrosilylation of carbonyls with chiral diselenide ligands. (tu-berlin.de)
Enantiospecific reductions provide monodentate chiral phosphorus(III) compounds having structures and biaryl backbones with proven importance as ligands in asymmetric catalysis. (unboundmedicine.com)
Phosphorus5
They are a subset of chiral phosphines, a broader class of compounds where the stereogenic center can reside at sites other than phosphorus. (wikipedia.org)
However, despite the importance of chiral phosphorus compounds, a major disadvantage to their use is that expensive and complicated synthetic routes are needed to access them and stereoselectivity is often poor. (nature.com)
We developed a general strategy for preparing chiral phosphorus compounds that have a stereocentre at the phosphorus atom, so called P-chirogenic phosphorus compounds (Fig. 1 ). (nature.com)
The flexibility of the method is demonstrated by the fact that distinct stereoisomers of chiral phosphorus compounds can be formed by simply changing the order of steps in the synthetic sequence. (nature.com)
An application to the preparation of a potential chiral phosphorus organocatalyst is also reported. (organic-chemistry.org)
Monodentate4
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)
Mehler, G. A new principle in combinatorial asymmetric transition-metal catalysis: Mixtures of chiral monodentate P ligands. (mpg.de)
Sell, T. Enantioselective hydrogenation of enamides catalyzed by chiral rhodium-monodentate phosphite complexes. (mpg.de)
Compounds2
Fig. 1: Stereoselective C-P coupling of a phosphoramidite and an aryl halide or triflate to produce useful P-chiral compounds. (nature.com)
Single Crystal X-Ray Diffraction: study of absolute configurations of chiral compounds possessing an active ingredient (drugs), study of intermetallic distances as a function of temperature of new compounds with luminescence properties, study of the coordination mode of new medical imaging tracers. (icmub.com)
Amines2
This has well-known stereochemical consequences in that amines are not chiral whereas phosphines can be . (stackexchange.com)
Some new nanoreactors containing other organocatalysts like amines or chiral phosphines should also be synthesized and tested again in organocatalyzed reactions. (nanox-toulouse.fr)
Complexes2
Fürstner, A. Chiral heterobimetallic complexes of carbodiphosphoranes and phosphinidene-carbene adducts. (mpg.de)
Kondo, H , Kochi, T & Kakiuchi, F 2020, ' In Situ Generation of Ruthenium Carbonyl Phosphine Complexes as a Versatile Method for the Development of Enantioselective C−O Bond Arylation ', Chemistry - A European Journal , vol. 26, no. 8, pp. 1737-1741. (elsevierpure.com)
Reagents1
One thing that is enjoyed by chiral solvating reagents such as GC and CE. (auxerretv.com)
Catalyst5
In the first part of the thesis an ESI -MS screening method is described, which allows the determination of a chiral catalyst´s selectivity in the palladium catalyzed asymmetric allylic alkylation by testing its racemic form. (cuvillier.de)
A catalyst library of phosphonium salts with various structures was readily constructed using commercially available chiral phosphines as catalyst precursors, and an optimized catalyst was successfully applied to highly enantioselective conjugate additions under base-free phase-transfer conditions with low catalyst loading. (rsc.org)
The main advantages of organocatalyzed stereoselective reactions include mild reaction conditions and the use of a sole catalyst without the need of other chiral ligands [4,5] . (beilstein-journals.org)
In these reactions, stereoinduction in the products is achieved by the chiral environment present in the catalyst itself. (beilstein-journals.org)
The use of catalyst systems consisting of [RuCl 2 (CO)(p-cymene)], CsF, styrene, and phosphines enabled facile screening of phosphine ligands. (elsevierpure.com)
Achiral2
Enantiopure BTAs derived from amino esters (ester BTAs) act as very efficient chirality inducers when mixed with a phosphine-functionalized achiral BTA monomer. (ipcm.fr)
The observed small selectivities suggest that this reaction takes place through parallel pathways and the main pathway involves an achiral intermediate 11 where the chirality introduced by the chiral ligands is lost. (unideb.hu)
Quaternary1
Additionally, the importance of the asymmetric construction of chiral tertiary and quaternary stereocenters by C - C bond formation has prompted the development of the asymmetric variant of the Mizoroki - Heck reaction. (thieme.com)
Hydrogenation2
Bondarev, O. Chiral diphosphites and diphosphoramidites as cheap and efficient ligands in Rh-catalyzed asymmetric olefin hydrogenation. (mpg.de)
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)
Inversion2
P-chirality exploits the high barrier for inversion of phosphines, which ensures that enantiomers of PRR'R" do not racemize readily. (wikipedia.org)
http://onlinelibrary.wiley.com/doi/10.1002/anie.201502209/abstract]] #ref(ACIE2015-Ke.png,center) -Pressure-dependent Helix Inversion of Poly(quinoxaline-2,3-diyl)s Containing Chiral Side Chains in Non-aqueous Solvents --Yuuya Nagata, Ryohei Takeda, and Michinori Suginome --'''Chem. (kyoto-u.ac.jp)
Bidentate1
Furthermore air- and moisture-stable secondary phosphine oxide ( SPO ) containing bidentate ligands were tested in the palladium-catalyzed asymmetric allylic alkylation reaction. (cuvillier.de)
Ruthenium1
Starting from a known [NiFe] inspired ruthenium(II) thiolate complex, selenolate analogues with different phosphine ligands were prepared by an adapted synthetic procedure. (tu-berlin.de)
Derivatives1
The correlation between the helicity (absolute conformation) of the O-heterocyclic ring of chiral 2,3-dihydrobenzo[b]furan (1) and chromane (2) derivatives and their 1Lb band CD was investigated. (unideb.hu)
Phosphonium1
The chiral aminophosphonium salt was found to be an unexplored phosphonium intermediate in this C-P coupling process. (nature.com)
Chirality1
http://pubs.rsc.org/en/content/articlelanding/2015/cc/c5cc01074h#!divAbstract]] #ref(Akai_ChemComm2015.png,center,20%) -Exerting Control over the Helical Chirality in the Main-Chain of Sergeants-and-Soldiers-Type Poly(quinoxaline-2,3-diyl)s by Changing from Random to Block Copolymerization Protocols --Yuuya Nagata, Tsuyoshi Nishikawa, and Michinori Suginome --'''J. Am. Chem. (kyoto-u.ac.jp)
Enantiomers1
Pure enantiomers are essential, for instance, as chiral ligands and for drug discovery. (nature.com)
Optical purity1
Using chiral propargylic esters, bicyclic products were prepared in high optical purity by the intramolecular [5 + 2] cycloadditions. (degruyter.com)
Readily1
Specifically, we used readily accessible, axially chiral 1,1′-bi-2-naphthol (BINOL)-based phosphoramidites and aryl halides or triflates as starting materials, and Pd-catalysed cross-coupling for asymmetric C-P bond formation. (nature.com)
Reactions1
2] Some nanoreactors containing phosphines[1] are already available and will be tested first in organocatalyzed reactions. (nanox-toulouse.fr)
Reaction1
The Heck oxyarylation reaction to 3-benzyloxypterocarpan (15) has been studied in the presence of chiral phosphine ligands, a chiral ionic liquid and (+)-alpha-pinene. (unideb.hu)
Applications1
If all these applications euclamin a chiral column. (auxerretv.com)
Unique1
We also discovered the involvement of a unique chiral aminophosphonium salt in this transformation. (nature.com)
Route2
In particular, the easy access to this route provides a variety of homochiral phosphines and opens up many avenues for metal-catalysed asymmetric transformations. (nature.com)