chiral-nitrogen-ligands | Page 431 of 488

The effect of the change of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine synthetic route on the product

There are, however, a few established termolecular elementary reactions. The reaction of nitric oxide with oxygen appears to involve termolecular steps. you can also browse my other articles about (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, CAS: 31886-58-5

Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.31886-58-5, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, below Introduce a new synthetic route. , 31886-58-5

Example B18: Reaction schemeX24 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 ‘-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 1.5 hours. 2.21 ml (10 mmol) of dicyclohexylphosphine chloride are then added dropwise at such a rate that the temperature does not exceed -20C. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. It is cooled back down to 30C and 4.4 ml (11 mmol) of n-BuLi (2.5 M in hexane) are added dropwise. The mixture is subsequently stirred at -10C for 30 minutes. The reaction mixture is then cooled to -78C and 1.49 ml (11 mmol) of dichlorophenylphosphine are added. The mixture is stirred at -78C for 20 minutes and then at room temperature for a further one hour. This gives a reaction mixture comprising the monochlorodiphosphine X6. In a second vessel, 8.5 ml (11 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenylethane in 15 ml of diethyl ether at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0C and the mixture is stirred for another 1.5 hours. This reaction solution is subsequently added by means of a cannula to the reaction mixture comprising the monochlorodiphosphine X6 which has been cooled to -10C. After the addition, the mixture is stirred at room temperature for another 2 hours. After addition of 10 ml of water, the reaction mixture is extracted, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. The residue is heated at 140C for one hour. Column chromatography (silica gel 60; eluent: hexane/ethyl acetate 4:1 ) gives the compound of the formula (B1 ) in a yield of 47%. 31P- and 1H-NMR of the product are identical with those of Example B1.; Example B19: Reaction schemeReaction mixture 1 : 4 ml (10 mmol) of n-BuLi (2.5 M in hexane) are added dropwise to a solution of 3.44 g (10 mmol) of 1 ,1 '-dibromoferrocene in 10 ml of tetrahydrofuran (THF) at a temperature of < -30C. The mixture is stirred at this temperature for a further 30 minutes. It is then cooled to -78C and 1.36 ml (10 mmol) of phenyldichlorophosphine are added. After stirring the mixture for a further 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another one hour.Reaction mixture 2: In a second vessel, 8.0 ml (10.4 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.57 g (10 mmol) of (R)-1-dimethylamino-1-ferrocenyl- ethane in 15 ml of diethyl ether at <-10C. After stirring the mixture at the same temperature for 10 minutes, the temperature is allowed to rise to 0C and the mixture is stirred for another 1.5 hours.The reaction mixture 1 is slowly added to the reaction mixture 2 at a temperature below -10C. The mixture is subsequently stirred at room temperature for 1.5 hours. At a temperature in the range from -78C to -50C, 8 ml (10.4 mmol) of S-BuLi (1.3 M in cyclohexane) are then added dropwise. After stirring the mixture at -78C for 20 minutes, the temperature is allowed to rise to 0C and the mixture is stirred for a further 30 minutes before 2.21 ml (10 mmol) of chloro- dicyclohexylphosphine are added at -20C. The mixture is stirred at 20C for another 20 minutes and finally at room temperature for another 1.5 hours. The work-up and thermal epimerization are carried out in a manner analogous to that described in Example B18. The compound of the formula (B1 ) is obtained in a yield of 31 %. 31P- and 1H-NMR of the product are identical with those of Example B1.; Example B20:8.5 ml (11 mmol) of S-BuLi (1.3 M in cyclohexane) are added dropwise to a solution of 2.83 g (1 1 mmol) of (R)-1 -dimethylamino-1 -ferrocenylethane in 15 ml of diethyl ether at <-10C. The cooling is then removed and the mixture is stirred at room temperature for another 2 hours. After cooling to -10C, 2.92 g (10 mmol) of the compound A3 are added and the mixture is stirred at this temperature for a further 30 minutes. The temperature is allowed to rise to room temperature and the mixture is stirred for another one hour. After addition of 10 ml of 1 N NaOH, the reaction mixture is extracted, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure on a rotary evaporator. A 1H-NMR of the residue shows that the reaction is very stereoselective and gives virtually exclusively the desired diastereomer (RC,SFC, Sp)-I -[2-(1 -dimethylaminoethyl)ferrocen-1 -yl]phenylphosphino- 1 '-dicyclohexylphosphinoferrocene. After chromatography (silica gel 60; eluent = hexane/ethyl acetate 4:1 ), this product is obtained in a yield of 37%. 31P- and 1H-NMR of the produ…

Reference£º
Patent; SOLVIAS AG; WO2007/116081; (2007); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Flexible application of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine in synthetic route

31886-58-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,31886-58-5 ,(R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, other downstream synthetic routes, hurry up and to see

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.31886-58-5, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine. A new synthetic method of this compound is introduced below. , 31886-58-5

(S)-Ugi-amine 1 (5.14g, 20mmol) was dissolved in 50mL of diethyl ether. Under nitrogen and ice salt bath cooling, n-butyl lithium (16mL, 2.5mol / L) was added dropwise to the reaction system, After the completion, the temperature was slowly raised to room temperature, and the reaction was stirred for 3 hours. Chlorodiphenylphosphine (8.82 g, 40 mmol) was added dropwise under ice-cooling, and the mixture was slowly warmed to room temperature and stirred for 12 hours. The reaction was quenched with saturated sodium bicarbonate solution. Extracted with dichloromethane, dried over anhydrous sodium sulfate, concentration, column chromatography to obtain compound 2 (5.38g, 61%).

Reference£º
Patent; Zhejiang University of Technology; Zhong Weihui; Ling Fei; Nian Sanfei; (14 pag.)CN108774271; (2018); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Derivation of elementary reaction about 31886-58-5

31886-58-5, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.31886-58-5, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine. A new synthetic method of this compound is introduced below.

To a degassed solution of (R)-1 (662 mg, 2.57 mmol) in THF (3.2 mL) was added sec-BuLi (1.4 M in cyclohexane, 2 mL, 2.8 mmol) at 0 C. The resulting deep-red solution was stirred for an additional 3 h at the same temperature. To this reaction mixture was added a solution of ZnBr2 (1.3 M in THF, 2.38 mL, 3.09 mmol) at 0 C and stirring was continued at r.t. for 1 h. To a degassed solution of [Pd2dba3]¡¤CHCl3 (266 mg, 0.257 mmol) and tris(2,4-di-tert-butylphenyl)-phosphite (666 mg, 1.029 mmol) in THF (5.5 mL) was added a degassed solution of sulfide (S)- 4 (890 mg, 2.05 mmol) in THF (3 mL). The resulting dark purple solution was stirred for an additional 10 min at r.t. and was subsequently added dropwise to the previously prepared organozinc compound. The reaction mixture was heated to reflux under argon at 75 C for 18 h, and then cooled to r.t., quenched with H2O and extracted with ethyl acetate (3 ¡Á 200 mL). The combined organic layers were washed with brine (3 ¡Á 200 mL) and dried over MgSO4. The mixture was filtered, the solvent was evaporated and the crude product was purified by column chromatography (silica, PE/EE/NEt3 = 20/10/1). The product (R,SFc,RFc)- 5 was obtained as an orange foam (yield: 687 mg, 59%). M.p.: 58-61 C. 1H NMR (400 MHz, CDCl3): delta 1.37 (d, J = 6.8 Hz, 3H, CH3CH), 1.61 (s, 6H, N(CH3)2), 2.20 (s, 3H, Ph-CH3), 3.65 (q, J = 6.8 Hz, 1H, CH3CH), 4.11 (dd, J1 = 2.4 Hz, J2 = 1.4 Hz, 1H, H3), 4.27 (s, 5H, Cp?), 4.30 (dd, J1 = J2 = 2.4 Hz, 1H, H4), 4.35 (s, 5H, Cp?), 4.37 (dd, J1 = J2 = 2.5 Hz, 1H, H4?) 4.44 (dd, J1 = 2.5 Hz, J2 = 1.5 Hz, 1H, H3? 4.59 (dd, J1 = 2.5 Hz, J2 = 1.5 Hz, 1H, H5? 4.64 (dd, J1 = 2.4 Hz, J2 = 1.4 Hz, 1H, H5), 6.88 (d, J = 8.1 Hz, 2H, Ph-meta), 7.02 (d, J = 8.1 Hz, 2H, Ph-ortho). 13C{1H} NMR (100.6 MHz, CDCl3): delta 14.7 (CH3CH), 20.9 (Ph-CH3), 40.3 (2C, N(CH3)2), 55.4 (CH3CH), 66.1 (C4), 66.7 (C3), 67.9 (C4? 69.6 (5C, Cp’), 70.7 (5C, Cp?), 71.7 (C5? 72.4 (C5), 74.1 (C3? 89.8 (C2), 128.9 (2C, Ph-ortho), 129.1 (2C, Ph-meta), 135.1 (2C, Ph-ipso + Ph-para); 3 Cq (C1, C1? C2? were not observed. HR-MS (EI): m/z [M?]+ calcd. 563.1032 for C31H33Fe2NS; found: 563.1050. [alpha]lambda20 (nm): -660 (589), -746 (578), -1180 (546) (c 0.224, CHCl3).

Reference£º
Article; Gross, Manuela A.; Mereiter, Kurt; Wang, Yaping; Weissensteiner, Walter; Journal of Organometallic Chemistry; vol. 716; (2012); p. 32 – 38;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The effect of the change of Tris[2-(dimethylamino)ethyl]amine synthetic route on the product

33527-91-2, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,33527-91-2 ,Tris[2-(dimethylamino)ethyl]amine, other downstream synthetic routes, hurry up and to see

One of the major reasons is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level.33527-91-2, Tris[2-(dimethylamino)ethyl]amine, introduce a new downstream synthesis route. 33527-91-2

2.1 Preparation of [Co(Me6tren)Cl](ClO4) Analytical grade (Sigma-Aldrich) chemicals were used without further purification. The complex [Co(Me6tren)Cl](ClO4) has been prepared by the published recipe [32] : CoCl2¡¤6H2O (0.200 g, 0.84 mmol) was dissolved in EtOH (20 cm3) at 55 C. Me6tren (0.214 g, 0.92 mmol) dissolved in EtOH (10 cm3) was added dropwise with stirring, forming a blue solution that was stirred overnight at room temperature. NaClO4¡¤4H2O (0.118 g, 0.84 mmol) was added with stirring inducting precipitation of pale blue [Co(Me6tren)Cl](ClO4) (0.237 g, 67%) which was separated by filtration and dried on air. Anal. Calc. for C12H30CoN4O4Cl2: C, 34.11; H, 7.16; N, 13.27. Found: C, 34.36; H, 7.21; N, 13.28%.

Reference£º
Article; Packova, Alena; Miklovi?, Jozef; Bo?a, Roman; Polyhedron; vol. 102; (2015); p. 88 – 93;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Flexible application of Tris[2-(dimethylamino)ethyl]amine in synthetic route

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 33527-91-2, We look forward to the emergence of more reaction modes in the future.

33527-91-2, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.33527-91-2, name is Tris[2-(dimethylamino)ethyl]amine, below Introduce a new synthetic route.

General procedure: LiBEt3H (1 mL, 1.0 M in THF, 1 mmol) and Me6TREN (0.26 mL,1 mmol) were added to 5 mL of hexane, precipitating a white powder.THF was slowly added dropwise with stirring until a homogeneoussolution was obtained (approx. 3 mL) Cooling of the solutionat 30 C yielded X-ray quality colorless crystals

Reference£º
Article; Kennedy, Alan R.; McLellan, Ross; McNeil, Greg J.; Mulvey, Robert E.; Robertson, Stuart D.; Polyhedron; vol. 103; (2016); p. 94 – 99;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Flexible application of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine in synthetic route

Thank you very much for taking the time to read this article. If you are also interested in other aspects of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, CAS: 31886-58-5, you can also browse my other articles.

b) Preparation of L (mixture of diastereomers); To a solution of 5.98 g (23.2 mmol) of (R)-1-dimethylamino-1 -ferrocenylethane in 40 ml of diethyl ether (DE) are added dropwise, at <-10C, 15.5 ml (23.2 mmol) of t-butyllithium (t-BuLi) (1.5 M in pentane). After stirring at the same temperature for 10 minutes, the temperature is allowed to rise to room temperature and the mixture is stirred for another 1.5 hours. This affords a solution of compound X2 which is added via a cannula to the cooled suspension of the monochlorophosphine X1 at a sufficiently slow rate that the temperature does not rise above -300C. After stirring at -300C for a further 10 minutes, the temperature is allowed to rise to 0C and the mixture is stirred at this temperature for another 2 hours. The reaction mixture is admixed with 20 ml of water. The organic phase is removed and dried over sodium sulphate, and the solvent is distilled off under reduced pressure on a rotary evaporator. After chromatographic purification (silica gel 60; eluent = 85:10:5 heptane/ethyl acetate/thethylamine), 11.39 g of the desired product are obtained as a mixture of 2 diastereomers. Thank you very much for taking the time to read this article. If you are also interested in other aspects of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, CAS: 31886-58-5, you can also browse my other articles. Reference£º
Patent; SPEEDEL EXPERIMENTA AG; WO2008/77917; (2008); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Flexible application of N1,N2-Dimethylethane-1,2-diamine in synthetic route

The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.110-70-3, name is N1,N2-Dimethylethane-1,2-diamine. A new synthetic method of this compound is introduced below. , 110-70-3

The compound N,N’-dimethylethylenediamine (20 g, 0.226 mol)Soluble in 100mL of dichloromethane,50 mL of Boc anhydride (14.8 g, 0.068 mol) was added dropwise in an ice water bath.Dichloromethane mixture,Drop the room temperature reaction,The progress of the reaction was monitored by TLC (DCM: MeOH = 10:1). filter,The dry filtrate was concentrated under reduced pressure at 40 C.After the column, the product was 9g.

Reference£º
Patent; Sichuan Bai Li Pharmaceutical Co., Ltd.; Zhu Yi; Li Jie; Wan Weili; Zhuo Shi; Li Gangrui; (28 pag.)CN109106951; (2019); A;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Fun Route: New Discovery of Tris[2-(dimethylamino)ethyl]amine

To a solution of tris(2-dimethylaminoethyl)amine (0.403 g, 1.75 mmol) in acetonitrile (4 mL) was added 1-bromohexadecane (1.63 g, 5.35 mmol). The resulting mixture was heated at reflux with stirring for 18 hours, during which time awhite solid was observed. After cooling, and the addition of a cold hexanes/acetone mixture (15 mL, 1:1), to the reaction flask, the precipitate was filtered with a Buchner funnel, and rinsed with a cold hexanes/acetone mixture (2O mL, 1:1), resulting in T-16,16,16 (1.67 g, 84%) as a white powder; mp=229-258 C; ?H NMR (300 MI-Tz, CDC13) oe 4.11-4.02 (m, 6H), 3.64-3.55 (m, 6H), 3.45-3.37 (m, 6H), 3.35(s, 18H), 1.78-1.66 (m, 6H), 1.40-1.18 (m, 78H), 0.88-0.81 (m, 9H); high resolution mass spectrum (ESI) m/z 302.0073 ([Mj3 calculated for [C6oH,29N4j3: 302.0067). ?H spectmm of compound T-16,16,16 can be found in Figure 54.

Reference£º
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; VILLANOVA UNIVERSITY; WUEST, William, M.; MINBIOLE, Kevin, P.C.; BARBAY, Deanna, L.; (227 pag.)WO2016/172436; (2016); A1;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The effect of the change of 31886-58-5 synthetic route on the product

31886-58-5, An elementary termolecular reaction involves the simultaneous collision of three atoms, molecules, or ions.33527-91-2, name is Tris[2-(dimethylamino)ethyl]amine. Here is a downstream synthesis route of the compound 33527-91-2

General procedure: To a solution of (R)-Ugi?s amine 3 (2.57 g, 10 mmol) in TBME (20 mL) was added 1.6 M t-BuLi solution in n-hexane (6.8 mL, 10.88 mmol) at 0 C. After the addition was complete, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then cooled to 0 C again, and Ar2PCl (11 mmol) was added in one portion. After stirring for 20 min at 0 C, the mixture was warmed to room temperature, and stirred for 1.5 h at room temperature. The mixture was then quenched by the addition of saturated NaHCO3 solution (20 mL). The organic layer was separated and dried over MgSO4, and the solvent was removed under reduced pressure, after which the filtrate was concentrated. The residue was purified by chromatography to afford 4a, 4e, and 4f.

Reference£º
Article; Nie, Huifang; Zhou, Gang; Wang, Quanjun; Chen, Weiping; Zhang, Shengyong; Tetrahedron Asymmetry; vol. 24; 24; (2013); p. 1567 – 1571;,
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Fun Route: New Discovery of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

31886-58-5, Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.31886-58-5, name is (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine, below Introduce a new synthetic route.

(S)-Ugi-amine 1 (2.57 g, 10 mmol) was dissolved in 25 mL of diethyl ether, and n-butyllithium (8 mL, 2.5 mol/L) was added dropwise to the reaction system under nitrogen protection and ice salt bath cooling. After that, the temperature was slowly raised to room temperature, and the reaction was stirred for 3 hours. To the ice salt bath, chlorobis(3,5-di-t-butylphenyl)phosphine (8.90 g, 20 mmol) was added dropwise thereto, and after the completion of the dropwise addition, the mixture was slowly warmed to room temperature, and the reaction was stirred for 24 hours. The reaction was quenched with saturated sodium bicarbonate solution and extracted with dichloromethane. Dry over anhydrous sodium sulfate, Concentration and column chromatography gave product 7 (3.79 g, 57%).