Tag: 300-400

SDS of cas: 960128-64-7On October 21, 2020 ,《Cationic NHC-Phosphine Iridium Complexes: Highly Active Catalysts for Base-Free Hydrogenation of Ketones》 was published in Chemistry – A European Journal. The article was written by Quan, Xu; Kerdphon, Sutthichat; Peters, Bram B. C.; Rujirawanich, Janjira; Krajangsri, Suppachai; Jongcharoenkamol, Jira; Andersson, Pher G.. The article contains the following contents:

Novel bidentate chiral N-heterocyclic carbene-phosphine iridium complexes [(cod)Ir(Ph2PC6H4CHR-1-NHC-3-R1)] (NHC = 2-imidazolylidene, 2-imidazolidinylidene, benzimidazolylidene; R = Me, Et, iPr; R1 = Me, iPr, CHMePh, PhCH2) have been synthesized and evaluated in the asym. hydrogenation of aryl ketones into chiral benzyl alcs. Reported catalytic systems require base additives and, if excluded, need elevated temperature or high pressure of hydrogen gas to achieve satisfactory reactivity. The developed catalysts showed extremely high reactivity and good enantioselectivity under base-free and mild conditions. In the presence of 1 mol % catalyst under 1 bar hydrogen pressure at room temperature, hydrogenation was complete in 30 min giving up to 96% ee. Again, this high reactivity was achieved in additive-free conditions. Mechanistic experiments demonstrated that balloon pressure of hydrogen was sufficient to form the activate species by reducing and eliminating the 1,5-cyclooctadiene ligand. The pre-activated catalyst was able to hydrogenate acetophenone with 89% conversion in 5 min. In the experiment, the researchers used (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7SDS of cas: 960128-64-7)

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.SDS of cas: 960128-64-7 This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Related Products of 960128-64-7On November 30, 2008 ,《Modular phosphine-aminophosphine ligands based on chiral 1,2,3,4-tetrahydro-1-naphthylamine backbone: a new class of practical ligands for enantioselective hydrogenations》 appeared in Advanced Synthesis & Catalysis. The author of the article were Qiu, Min; Hu, Xiang-Ping; Huang, Jia-Di; Wang, Dao-Yong; Deng, Jun; Yu, Sai-Bo; Duan, Zheng-Chao; Zheng, Zhuo. The article conveys some information:

New chiral phosphine-aminophosphine ligands [(R)-HW-Phos] were prepared from (R)-1,2,3,4-tetrahydro-1-naphthylamine through a two-step procedure, and successfully applied in the Rh-catalyzed asym. hydrogenation of various functionalized olefins such as α-enol ester phosphonates, α-enamido phosphonates, (Z)-β-(acylamino)acrylates and so on. Excellent enantioselectivities were achieved in the hydrogenation of most substrates tested, demonstrating the high potential of these newly developed phosphine-aminophosphine ligands in asym. catalysis. The present research also discloses that these newly developed phosphine-aminophosphine ligands are more efficient than that derived from (S)-1-phenylethylamine, suggesting that the increased rigidity conferred by a cyclohexyl fragment in these phosphine-aminophosphine ligands has a pos. effect in the asym. induction. In the part of experimental materials, we found many familiar compounds, such as (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7Related Products of 960128-64-7)

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Related Products of 960128-64-7 This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Qiu, Min; Hu, Xiang-Ping; Wang, Dao-Yong; Deng, Jun; Huang, Jia-Di; Yu, Sai-Bo; Duan, Zheng-Chao; Zheng, Zhuo published an article in Advanced Synthesis & Catalysis. The title of the article was 《Chiral 1,2,3,4-tetrahydro-1-naphthylamine-derived phosphine-phosphoramidite ligand (THNAPhos): application in highly enantioselective hydrogenations of functionalized C=C bonds》.Recommanded Product: 960128-64-7 The author mentioned the following in the article:

The authors recently reported a new chiral 1,2,3,4-tetrahydro-1-naphthylamine-derived phosphine-phosphoramidite ligand, (Rc,Ra)-THNAPhos, which is highly efficient in the Rh-catalyzed asym. hydrogenation of a broad range of α-enol ester phosphonates. To further demonstrate the utility of THNAPhos in asym. hydrogenation, its new application in the asym. hydrogenation of α-dehydroamino esters, enamides, itaconate, and α-enamido phosphonates was described. The Rh/(Rc,Ra)-THNAPhos complex is highly effective for the enantioselective hydrogenation of these kinds of olefins, affording the products in excellent enantioselectivity (normally >99% ee).(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7Recommanded Product: 960128-64-7) was used in this study.

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Recommanded Product: 960128-64-7 This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Porwanski, Stanislaw published an article in Carbohydrate Research. The title of the article was 《New ureas containing glycosyl and diphenylphosphinyl scaffolds: synthesis and the first attempts to use them in asymmetric synthesis》.Computed Properties of C22H22NP The author mentioned the following in the article:

Chiral ureas containing glycosyl and diphenylphosphinyl scaffolds, e.g. I, were found to be an effective organocatalyst. They were synthesized in high yields by a one-pot tandem Staudinger/aza-Wittig coupling reaction. The first attempts of using them in asym. synthesis are presented. Yields of the Morita-Baylis-Hillman reaction were moderate with an enantiomeric excess of up to 80%. In the part of experimental materials, we found many familiar compounds, such as (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7Computed Properties of C22H22NP)

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Computed Properties of C22H22NP This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

COA of Formula: C22H22NPOn November 30, 2007 ,《Highly enantioselective synthesis of α-hydroxy phosphonic acid derivatives by Rh-catalyzed asymmetric hydrogenation with phosphine-phosphoramidite ligands》 appeared in Angewandte Chemie, International Edition. The author of the article were Wang, Dao-Yong; Hu, Xiang-Ping; Huang, Jia-Di; Deng, Jun; Yu, Sai-bo; Duan, Zheng-Chao; Xu, Xue-Feng; Zheng, Zhuo. The article conveys some information:

Unsym. hybrid phosphine-phosphoramidite ligands, e.g. PhCH2CH(OBz)P(O)(OMe)2, with central and axial chirality are applied to the highly enantioselective hydrogenation of various enol ester phosphonates, e.g. PhCH:C(OBz)P(O)(OMe)2. Enantioselectivities up to 99.9% ee are obtained for all classes of β-aryl, β-alkoxy, and β-alkyl substrates. In the experiment, the researchers used (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7COA of Formula: C22H22NP)

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.COA of Formula: C22H22NP This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Tindall, Daniel J.; Mader, Steffen; Kindler, Alois; Rominger, Frank; Hashmi, A. Stephen K.; Schaub, Thomas published an article on January 11 ,2021. The article was titled 《Selective and Scalable Synthesis of Sugar Alcohols by Homogeneous Asymmetric Hydrogenation of Unprotected Ketoses》, and you may find the article in Angewandte Chemie, International Edition.Quality Control of (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine The information in the text is summarized as follows:

Sugar alcs. are of great importance for the food industry and are promising building blocks for bio-based polymers. Industrially, they are produced by heterogeneous hydrogenation of sugars with H2, usually with none to low stereoselectivities. Now, we present a homogeneous system based on com. available components, which not only increases the overall yield, but also allows a wide range of unprotected ketoses to be diastereoselectively hydrogenated. Furthermore, the system is reliable on a multi-gram scale allowing sugar alcs. to be isolated in large quantities at high atom economy. The experimental part of the paper was very detailed, including the reaction process of (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas: 960128-64-7Quality Control of (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine)

(R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine(cas:960128-64-7) is one of aminophosphine type ligands. An increased interest in aminophosphine type ligands used for asymmetric synthesis has been witnessed.Quality Control of (R)-8-(Diphenylphosphino)-1,2,3,4-tetrahydronaphthalen-1-amine This growth in popularity of aminophosphine ligands in asymmetric synthesis is in part due to the growing number of convenient synthetic pathways leading to useful ligand sets.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Lloyd-Jones, Guy C.;Butts, Craig P. published 《Nickel(II) complexes bearing (phosphinoaryl)oxazoline ligands as pro-catalysts for Grignard cross-coupling》. The research results were published in《Tetrahedron》 in 1998.Synthetic Route of C25H26NOP The article conveys some information:

Ni(II) complexes bearing chiral (phosphinoaryl)oxazoline ligands, e.g., I, are pro-catalysts for cross-coupling of (Z)-styryl bromide with (1-phenylethyl)magnesium chloride. Under suitable conditions, there is a dynamic kinetic resolution resulting in moderate enantioselectivity. The nature of the substituent at the stereogenic center of the oxazoline ligand affects catalysis in two distinct ways: smaller substituents lead to improved rates and selectivities while polar substituents reverse the sense of asym. induction. The solid state structure of one [(phosphinoaryl)oxazoline]nickel(II) pro-catalyst was determined by single crystal x-ray diffraction. To complete the study, the researchers used (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole (cas: 167693-62-1) .

(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole(cas: 167693-62-1) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Synthetic Route of C25H26NOP

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Koch, Guido;Lloyd-Jones, Guy C.;Loiseleur, Olivier;Pfaltz, Andreas;Pretot, Roger;Schaffner, Siliva;Schnider, Patrick;von Matt, Peter published 《Synthesis of chiral (phosphinoaryl)oxazolines, a versatile class of ligands for asymmetric catalysis》. The research results were published in《Recueil des Travaux Chimiques des Pays-Bas》 in 1995.Recommanded Product: 167693-62-1 The article conveys some information:

Enantiomerically pure 2-[2-(diphenylphosphino)aryl]oxazolines I (R = Ph, CHMe₂, CMe₃, CH₂Ph, isobutyl) are readily prepared from 2-bromobenzonitrile by transmetalation with BuLi, subsequent reaction with chlorodiphenylphosphine and conversion of the resulting phosphinoaryl nitrile to the oxazoline by treatment with a chiral amino alc. in the presence of ZnCl₂. An alternative synthesis is based on the ortho-metalation of 2-aryloxazolines followed by reaction with chlorodiphenylphosphine.(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole (cas: 167693-62-1) were involved in the experimental procedure.

(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole(cas: 167693-62-1) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Recommanded Product: 167693-62-1

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Computed Properties of C25H26NOPIn 2002, Fairlamb, Ian J. S.;Lloyd-Jones, Guy C.;Vyskocil, Stepan;Kocovsky, Pavel published 《Analysis of stereochemical convergence in asymmetric Pd-catalysed allylic alkylation reactions complicated by halide and memory effects》. 《Chemistry – A European Journal》published the findings. The article contains the following contents:

A quant. two-term description of memory effects arising in Pd-catalyzed allylic alkylation reactions formally proceeding through ‘meso’-type π-allylpalladium intermediates is presented. The utility of this description (stereochem. convergence (s.c.) and global enantiomeric excess (ee_g)) is demonstrated by application to a series of Pd-catalyzed allylic alkylation reactions involving racemic cyclopentenyl esters. Anal. of such reactions, by employing a range of enantiomerically pure monophosphine ligands, reinforces the conclusion that selectivities (enantiomeric excess (ee) values) obtained under standard ‘benchmark’ type conditions may be very misleading when powerful memory effects are operative. By comparison of s.c. and ee for a given ligand/solvent combination under a range of related conditions, however, one may predict the limiting (‘latent’) selectivity that will be obtained when the memory effect is negated. This technique is exemplified with one particular ligand [I; wherein Z = NMe₂] for which a number of strategies were employed to find conditions that negate the memory effect and reveal the limiting selectivity of the ligand. These conditions give a higher limiting global selectivity than that obtainable by using standard diastereoisomer equilibration methods such as added halide. Thus, the anal. of s.c. vs. ee_g also allows subtle changes in selectivity to be discerned. The difference in limiting selectivity (chloride vs. non-chloride conditions) is proposed to arise through the nucleophilic attack of neutral monodentate vs. cationic bidentate complexes I (wherein Z = NMe₂, OMe). The experimental procedure involved many compounds, such as (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole (cas: 167693-62-1) .

(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole(cas: 167693-62-1) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Computed Properties of C25H26NOP

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Giereth, Robin;Mengele, Alexander K.;Frey, Wolfgang;Kloss, Marvin;Steffen, Andreas;Karnahl, Michael;Tschierlei, Stefanie published 《Copper(I) Phosphinooxazoline Complexes: Impact of the Ligand Substitution and Steric Demand on the Electrochemical and Photophysical Properties》 in 2020. The article was appeared in 《Chemistry – A European Journal》. They have made some progress in their research.Recommanded Product: (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole The article mentions the following:

Seven homoleptic Cu^I complexes based on hetero-bidentate PN̂ ligands were synthesized and comprehensively characterized. To study structure-property relations, the type, size, number and configuration of substituents at the phosphinooxazoline (phox) ligands were systematically varied. To this end, a combination of x-ray diffraction, NMR spectroscopy, steady-state absorption and emission spectroscopy, time-resolved emission spectroscopy, quenching experiments and cyclic voltammetry was used to assess the photophys. and electrochem. properties. Also, time-dependent d. functional theory calculations were applied to also analyze the excited state structures and characteristics. Surprisingly, a strong dependency on the chirality of the resp. PN̂ ligand was found, whereas the specific kind and size of the different substituents has only a minor impact on the properties in solution Most importantly, all complexes except C3 are photostable in solution and show fully reversible redox processes. Sacrificial reductants were applied to demonstrate a successful electron transfer upon light irradiation These properties render this class of photosensitizers as potential candidates for solar energy conversion issues. And (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole (cas: 167693-62-1) was used in the research process.

(S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole(cas: 167693-62-1) is a compound of chiral-phosphine-ligands. At present, the synthesis of new chiral phosphines designed specifically for nucleophilic organocatalysis remains a significant challenge.Recommanded Product: (S)-2-(2-(Diphenylphosphanyl)phenyl)-4-isobutyl-4,5-dihydrooxazole

Reference:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis