Chiral phosphine ligands

12150-46-8, 1,1-Bis(diphenylphosphino)ferrocene is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The complex Ru(OAc)2(CO)(PPh3)2 (200.5 mg, 0.26 mmol, 1 equiv) suspended in 5 mL of toluene, was reacted with the ligand dppf (167.3 mg, 0.26 mmol, 1 equiv). After stirring at 1 10 ¡ãC for 2 h, the solution was concentrated to about 1 mL and the complex was precipitated by addition of 10 mL n-heptane, filtered, washed 3 times with 4 mL of n-heptane, 3 times with 3 mL of ethyl ether and dried under reduced pressure. Yield: 139.6 mg (67percent) determined to be a mixture of 3 isomers in a ratio of 7/2/1 at -70 ¡ãC, the mixture is interchanging at room temperature. Anal. Calcd (percent) for C39H34FeO5P2Ru: C, 58.44; H, 4.28; Found: C, 58.10; H, 4.60. 1H NMR (200 MHz, CDCI3, 25 ¡ãC) delta 7.95 – 7.14 (m broad, 20 H), 4.68 – 4.24 (m broad, 8H), 1 .56 (s broad, 6H). 13C NMR (50 MHz, CD2CI2, 25 ¡ãC) delta 134.9 – 133.1 (m), 130.7 (d, J = 16.0 Hz), 129.1 – 127.2 (m), 75.5 (d, J = 36.2 Hz), 73.1 , 72.6, 24.2 (s, broad). 13C NMR (50 MHz, CD2CI2, -70 ¡ãC) delta 203.07 (t, J = 16.5 Hz), 182.69 (s), 181 .93 (s), 134.64 (dd, J = 22.9, 9.9 Hz), 132.95 (d, J = 9.7 Hz), 132.24 – 130.81 (m), 129.84 (s), 127.92 – 126.43 (m), 78.20 – 76.66 (m), 75.95 (d, J = 5.4 Hz), 75.53 – 74.02 (m), 72.71 (s), 71 .80 (d, J = 6.1 Hz), 71 .14 (d, J = 5.4 Hz), 25.40 (s), 24.47 (d, J = 4.8 Hz). 31P NMR (81 MHz, CD2CI2, 25 ¡ãC) delta 50.8 (s broad). 31P NMR (81 MHz, CD2CI2, -70 ¡ãC) delta 53.1 (d, J = 27.1 Hz, 10percent), 52.0 (d, J = 26.7 Hz, 23percent), 49.8 (d, J = 30.4 Hz), 45.4 (d, J = 30.4 Hz, 67percent), 43.5 (d, J = 26.8 Hz, 10percent). IR (cm-1): 1974, 1613.

12150-46-8, As the paragraph descriping shows that 12150-46-8 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI UDINE; INNOVATION FACTORY S.R.L.; BARATTA, Walter; BALDINO, Salvatore; GIBOULOT, Steven; (76 pag.)WO2017/134618; (2017); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.166330-10-5,(Oxybis(2,1-phenylene))bis(diphenylphosphine),as a common compound, the synthetic route is as follows.

A mixture of CuI (0.0379g, 0.2mmol), POP (0.1080g, 0.2mmol) and C16H6N6 (0.0565g, 0.2mmol) were dissolved in a mixture of CH2Cl2 (5ml) and CH3OH (5ml), stirred for 6h and filtered. Yellow crystals of 4 were obtained from the filtrate after standing at room temperature for several days. Yield: 85percent. Anal. Calc. for C52H34CuIN6OP2: C, 61.71; H, 3.36; N, 8.31. Found: C, 60.97.11; H, 3.88; N, 7.70percent. IR (cm?1): 3399m, 3050w, 1585w, 1512w, 1461m, 1433m, 1372s, 1259m, 1209s, 1095m, 997w, 873w, 804w, 748s, 697s, 619w, 512s, 425m. 1H NMR (600MHz, CDCl3, 298K) delta, ppm: 7.1?7.4 (m, overlap with the solvent peak signal, C16H6N6-aromatic ring, pop-aromatic ring), 8.6 (d, 2H, C16H6N6-aromatic ring), 8.0 (d, 2H, C16H6N6-aromatic ring)., 166330-10-5

The synthetic route of 166330-10-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Yan-Ru; Yu, Xiao; Lin, Sen; Jin, Qiong-Hua; Yang, Yu-Ping; Liu, Min; Li, Zhong-Feng; Zhang, Cun-Lin; Xin, Xiu-Lan; Polyhedron; vol. 138; (2017); p. 46 – 56;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

855-38-9, Tris(4-methoxyphenyl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,855-38-9

Catalyst Preparation Example 2; Preparation of R,R-(4-methoxyphenyl)2P-CH(methyl)CH(methyl)-P(4-methoxyphenyl)2 ligand An R,R-(4-methoxyphenyl)2P-CH(methyl)CH(methyl)-P(4-methoxyphenyl)2 ligand was prepared as disclosed in the thesis ?B. Bosnich et al, J. Am. Chem. Soc. 99(19) (1977) 6262?.The preparation of (2R,3R)-dibutanediol di-p-toluenesulfonate from (2R,3R)-dibutanediol was conducted using the same method as in Catalyst Preparation Example 1.The preparation of tri(4-methoxyphenyl)phosphorus was conducted as follows. Magnesium pieces (91.1 g, 3.75 mol) were dropped into 95 ml (0.75 mol) of 4-bromo-anisole in 2 L of tetrahydrofuran (THF). The mixture reacted strongly, and was then refluxed and heated for 2 hours to obtain a Grignard reagent. This Grignard reagent was dropped into 17.5 ml (0.2 mol) of a PCl3 solution in 2 L of tetrahydrofuran (THF) at a temperature of -78 C. for 2 hours, while being stirred therein. Thereafter, dry ice and acetone were removed from the reaction product, and then the reaction product was heated to room temperature. The reaction product was stirred overnight, and then the solvent was removed therefrom in a vacuum to form phosphine. The entire reaction product was used in subsequent processes, without removing the phosphine therefrom.Meanwhile, 70 g of recrystallized tri(4-methoxyphenyl)phosphorus and 300 ml of dried tetrahydrofuran (THF) were put into a 1 L three-neck flask equipped with a 250 ml funnel for dropping, a condenser for reflux cooling and a nitrogen injector to form a solution. 2.8 g of lithium pieces were added to the solution in a nitrogen atmosphere at a temperature of 25 C. with stirring. Thereafter, simultaneously, LiP(4-OMe-Ph)2 was formed in the solution, heat was generated in the solution, and the solution became dark reddish yellow. The solution was slowly heated for 1 hour to a temperature of 55 C. and was then cooled for 2 hours to a temperature of 25 C., while being stirred. The 4-methoxyphenyllithium thus formed was decomposed by dropping 18.5 g of distilled and refined t-butyl chloride thereinto for 45 minutes. The reddish yellow solution was heated for 5 minutes and then cooled to a temperature of -4 C.Subsequently, 19.6 g of the (2R,3R)-dibutanediol di-p-toluenesulfonate thus obtained was dissolved in 100 ml of dried tetrahydrofuran (THF), and was then dropped into the reddish yellow solution over 1 hour to form a mixed solution. The mixed solution was slowly heated to room temperature and then stirred for 30 minutes. 300 ml of nitrogen-containing water was added to the mixed solution, and then tetrahydrofuran (THF) was removed therefrom through vacuum distillation, thereby extracting a colorless oily product therefrom. The oily product was extracted twice using 150 ml of ether, and was then dried by Na2SO4 to form an ether extract. The ether extract was filtered in a solution of 50 ml of ethanol and 8.4 g of nickel perchlorate hexahydrate in a nitrogen atmosphere. Na2SO4 remaining in the filtered ether extract was completely washed to form an ether solution, and then the ether solution was added to a nickel solution. As a result, a reddish brown oily product having yellow crystals, [Ni((2S,3S)-bis(di-p-methoxyphenyl)phosphorous butane)2](ClO4)2, was formed. This oily crystalline mixture was added to a solution in which 8.4 g of sodium thiocyanate is dissolved in 50 mL of ethanol to form a mixture solution, and then the mixture solution was vigorously stirred for several hours to form a yellowish brown solid product, [Ni((2S,3S)-bis(di-p-methoxyphenyl)phosphorous butane)2NCS]NCS. This solid product was completely washed with ethanol and was then finally washed with ether to form a nickel complex.17 g of this nickel complex was floated with 150 ml of ethanol in a nitrogen atmosphere, and was then stirred and heated. 20 g of water and 4 g of sodium cyanate (NaCN) were added to the nickel complex. Thus, the nickel complex was slowly dissolved, and was thus formed into a red solution, [Ni((2S,3S)-bis(di-p-methoxyphenyl)phosphorous butane)2CN3]-, and then the red solution was changed into a turbid beige solution. The turbid solution was stirred to form a yellow slurry solution. The slurry solution was cooled to form it into a solid, and then the solid was washed with 25 ml of water twice and then rapidly cooled using ethanol, cooled using ice, to form a beige solid containing impurities. The beige solid containing impurities was dried at a temperature of 25 C., was added to 125 ml of boiling anhydrous ethanol, and was then filtered using a Fritz filter at room temperature for 12 hours. As a result, only a colorless glossy solid remained. Finally, the colorless glossy solid was recrystallized using 60 ml of anhydrous ethanol to obtain 6.2 g of colorless pure S,S-(4-methoxyphenyl)2PCH(methyl)CH(methyl)P(4-methoxyphenyl)2.

855-38-9 Tris(4-methoxyphenyl)phosphine 70071, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; Han, Taek Kyu; Ok, Myung Ahn; Chae, Sung Seok; Kang, Sang Ook; Jung, Jae Ho; US2010/137669; (2010); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18437-78-0,Tris(4-fluorophenyl)phosphine,as a common compound, the synthetic route is as follows.

General procedure: Under N2 atmosphere, NaOAc (4.0?equiv), PPh3 1a (0.5?mmol), PdCl2 (10.0?mol?percent), AgOOCCF3 (5.0?equiv), CH3CN (2.0?mL) and methyl acrylate 2a (0.6?mmol) were successively added into a Schlenk reaction tube. Then the mixture was stirred at 60?¡ãC for 24?h. After cooling to room temperature, the solvent was evaporated in vacuo and then purified by flash column chromatography on silica gel to give the pure product 3a.

18437-78-0, 18437-78-0 Tris(4-fluorophenyl)phosphine 140387, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Ma, Ming-Tao; Lu, Jian-Mei; Tetrahedron; vol. 69; 9; (2013); p. 2102 – 2106;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.12150-46-8,1,1-Bis(diphenylphosphino)ferrocene,as a common compound, the synthetic route is as follows.

The complex RuCl2(CO)(dmf)(PPh3)2 (199.3 mg, 0.25 mmol, 1 equiv) suspended in 5 mL of toluene, was reacted with the ligand dppf (141 .3 mg, 0.25 mmol, 1 equiv). After stirring the mixture at 110 ¡ãC for 2 h, the obtained solution was concentrated to about 1 mL, 10 mL n-heptane were added and the suspension was stirred at room temperature for 1 h. The precipitate was filtered, the obtained solid was washed 3 times with 4 mL of n-heptane, 3 times with 3 mL of ethyl ether and dried under reduced pressure. Yield: 99.5 mg (39percent). Anal. Calcd (percent) for C35H28CI2FeOP2Ru: C, 55.73; H, 3.74 Found: C, 55.41 ; H, 3.33. 31 P NMR (81 MHz, CD2CI2) delta 53.6 (d, J = 27.2 Hz), 46.6 (d, J = 26.8 Hz). IR (cm-1): 1979.

12150-46-8, 12150-46-8 1,1-Bis(diphenylphosphino)ferrocene 51341936, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI UDINE; INNOVATION FACTORY S.R.L.; BARATTA, Walter; BALDINO, Salvatore; GIBOULOT, Steven; (76 pag.)WO2017/134618; (2017); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.166330-10-5,(Oxybis(2,1-phenylene))bis(diphenylphosphine),as a common compound, the synthetic route is as follows.

General procedure: NHC?Cu(I) complexes 1?3 were synthesized by the following route: a solution of imidazolium salt (0.4mmol), copper powder (0.032g, 0.5mmol) and POP (0.22g, 0.4mmol) was reacted in CH3CN (5mL) at 60¡ãC for 24h. The resulting mixture was filtered through a plug of Celite and concentrated to ca. 1mL. The addition of Et2O (10ml) to the filtrate afforded a pale yellow precipitate, which was collected and washed with Et2O. The product was recrystallized with ethanol. [Cu(Ph-BenIm-Py)](PF6), 1. The product was a white powder. Yield: 0.30g, 72percent. 1H NMR (400MHz, DMSO-d6): delta 8.41 (dd, J=20.0, 8.3Hz, 2H), 8.14 (dd, J=15.2, 6.0Hz, 2H), 7.55?7.46 (m, 2H), 7.44?7.31 (m, 8H), 7.27?7.19 (m, 10H), 7.14?6.99 (m, 8H), 6.94 (d, J=7.7Hz, 5H), 6.84 (d, J=7.4Hz, 2H), 6.62 (d, J=3.3Hz, 2H), 5.31 (s, 2H). 13C NMR (101MHz, DMSO-d6). delta 157.54, 150.39, 149.33, 147.58, 141.75, 140.09, 135.23, 134.89, 134.51, 133.67, 132.96, 132.17, 131.58, 131.03, 129.55, 129.15, 128.37, 127.92, 127.57, 126.99, 125.87, 125.23, 124.19, 123.72, 122.98, 121.72, 121.16, 119.69, 114.23, 113.30, 112.59, 111.41, 51.87.31P NMR (162MHz, DMSO-d6): delta?8.95 (s),?143.45 (quint). HRMS (m/z, ESI+): calcd. For C55H43CuN3OP2 ([M]+) 886.2177; found 886.2169. Anal. Calcd. For C55H43CuF6N3OP3 (1032.41): C 63.99, H 4.20, N 4.07; found: C 63.77, H 4.11, N 3.98., 166330-10-5

As the paragraph descriping shows that 166330-10-5 is playing an increasingly important role.

Reference£º
Article; Xu, Shengxian; Wang, Jinglan; Liu, Shaobo; Zhao, Feng; Xia, Hongying; Wang, Yibo; Journal of Molecular Structure; vol. 1153; (2018); p. 12 – 19;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

6372-42-5, Cyclohexyldiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6372-42-5

General procedure: In a sealed tube containing a solution of the phosphine oxide derivative (5 mmol) in anhydrous toluene (1 M) was added InBr3 (1 mol %, 0.05 mmol) and the TMDS (1.5 equiv, 7.5 mmol) under an argon atmosphere. The reaction mixture was stirred at 100 C during 7-40 h depending on the substrate (the reaction was monitored by 31P NMR). After complete consumption of the reagent the mixture was kept under argon in the sealed tube and cooled to 0 C. A solution of BH3.SMe2 (2 M in THF, 1 equiv) was then slowly added. After 1 h at room temperature, 31P NMR analysis of an aliquot indicates complete conversion to phosphine borane adduct. The crude was poured in an erlenmeyer flask and silica gel was carefully added while stirring. When silica gel was added in the reaction mixture, a slightly exothermic reaction was observed. The reaction mixture was then filtered on silica gel and washed several times with ethyl acetate. After evaporation of the ethyl acetate, the residue was purified by flash chromatography on silica gel with pure cyclohexane to afford the desired phosphine-borane.

6372-42-5 Cyclohexyldiphenylphosphine 80756, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Pehlivan, Leyla; Metay, Estelle; Delbrayelle, Dominique; Mignani, Gerard; Lemaire, Marc; Tetrahedron; vol. 68; 15; (2012); p. 3151 – 3155;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

6372-42-5, Cyclohexyldiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6372-42-5

A large amount of phosphorescent cuprous complex CuI (2-PBO) (PPh 2 Cy) crystal the preparation of the sample: weighing 0.5mmol CuI of dissolved in 12 ml in acetonitrile, weighing 0.5 diphenyl cyclohexyl phosphine biligand dissolved in 10 ml of methylene chloride, the two kind of solution mixing, and stirring to make fully undergo coordination reaction to obtain the colorless solution A; then weighing 0.5mmol the 2-PBO biligand dissolved in 10 ml of acetonitrile, then to add the solution of the above-mentioned solution in A, and stirring to make fully undergo coordination reaction, finally the resulting orange-yellow reaction the fluid turns on lathe steams remove all solvent, vacuum drying, the obtained product is orange yellow crystal, yield 94% (to cu meter).

6372-42-5 Cyclohexyldiphenylphosphine 80756, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; China University of Metrology; Chai, Wenxiang; Zhu, Qiumeng; Song, Li; Chen, Gang; Guo, Bing; Chen, Zhi; Qin, Laishun; (9 pag.)CN105777785; (2016); A;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.719-80-2,Ethoxydiphenylphosphine,as a common compound, the synthetic route is as follows.

719-80-2, General procedure: 2-Chloromethylbenzothiazole (1) (0.183 g, 0.001 mol) andpotassium iodide (KI) (0.166 g, 0.001 mol) were taken intoa round bottomed flask containing 20 mL of THF. Thereaction mixture was stirred for 3 h at 40C. After completionof the reaction as checked by TLC, cooled the reactionmass to RT and then filtered to remove the salt (KCl),resulted in iodo compound, 2-(iodomethyl) benzo[d]thiazole(2). The filtrate was transferred into a flask and sodiumazide (NaN3) (0.065 g, 0.001 mol) was added. The reactionmixture was stirred at 25-30C for 3 h to form an intermediate,2-azidomethylbenzothiazole (3). The reaction mixturewas filtered to remove the salt, NaI, and filtrate was takenfor the next step.Triphenylphosphine (4a) (0.262 g, 0.001mol) was added to 3under N2 atmosphere. The reaction mixture was stirred at 65-70C for 4 h and the progress of the reaction was monitored byTLC using ethylacetate: n-hexane (2:3) as an eluent. After completionof the reaction, the solvent was removed from the reactionmixture in a rotaevaporator to get the crude product and itwas purified by column chromatography using ethylacetate:nhexane(1:4) to obtain pure product, N-(1,3-Benzothiazol-2-ylmethyl)-N-(1,1,1-triphenyl-lambda5-phosphanylidene) amine (5a).The same procedure was adopted for the synthesis of remainingtitle compounds and the physical data of these compounds aresummarized in Table 1.

The synthetic route of 719-80-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Madhava; Subramanyam; Thaslim Basha; Jawahar Babu; Naga Raju; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 1; (2016); p. 16 – 21;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6737-42-4,1,3-Bis(diphenylphosphino)propane,as a common compound, the synthetic route is as follows.

6737-42-4, A. 4-(7-{2-[tert-Butoxycarbonyl-(tetrahydro-pyran-4-yl)-amino]-ethylamino}-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-3-yl)-3,5-dichloro-benzoic acid methyl ester A suspension of methanesulfonic acid 4-(7-{2-[tert-butoxycarbonyl-(tetrahydro-pyran-4-yl)-amino]-ethylamino}-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-3-yl)-3,5-dichloro-phenyl ester (188 mg, 0.276 mmol) from Example 134, step B, 1,3-bis(diphenylphosphino)propane (30 mg 0.073 mmol), triethylamine (0.10 mL), and palladium(II) acetate (25 mg, 0.11 mmol) in methanol (3.5 mL)/dimethylsulfoxide (3.5 mL) was degassed with a stream of carbon monoxide and then shaken for 4 hours at 70 C. under 40 psi carbon monoxide. The mixture was filtered through Celite, diluted with ethyl acetate and washed with water, dried (Na2SO4), concentrated under reduced pressure, and chromatographed (3:1 to 1:1 hexanes/ethyl acetate) to afford the product (144 mg, 88%): +APcI MS (M+1)+592; 1H NMR (CDCl3) delta: 8.04 (s, 2H), 5.83 (br s, 1H), 3.92 (s, 3H), 2.43 (s, 3H), 2.24 (s, 3H), 1.53 (s, 9H).

As the paragraph descriping shows that 6737-42-4 is playing an increasingly important role.

Reference£º
Patent; Neurogen Corporation; Pfizer Inc.; US6372743; (2002); B1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate