Downstream synthetic route of 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO179,mainly used in chemical industry, its synthesis route is as follows.,14172-91-9

The copper tetraphenyl porphyrinssynthesised as above was converted into itsoctabromo derivative by the addition of liquidbromine (1.2ml)in chloroform(50ml) to a solution ofCu(TPP)(0.50g) in chloroform:carbon tetrachloride(1:1 V/V) (500ml) in a conical flask. Bromine wasadded dropwise and slowly over a period of halfhour, at room temperature. The contents were stirredfor 4hours, followed by addition of pyridine 2.4mlin 40ml mixture of CHCl3:CCl4in 1:1 ratio. Theaddition took about half hour and stirring continuedfor 12hours. The bromination process wasmonitored by UV-visible spectroscopy to ensurecomplete bromination. The excess bromine was destroyed byaddition of sodium metasulphite (200ml 20% aq.solution) to the system. The organic layer wasseparated using a separating funnel and the solutionwas dried over anhydrous sodium sulphate. Theevaporation of solvent under reduced pressureresulted a green solid of copper octabromoteraphenylporphyrin [Cu(OBTPP)]. The solid was dissolved inminimum amount of chloroform and columnchromatography was done. The first fraction comingout of the column was collected. The removal of solventyielded copper octabromotetraphenyl porphyrin(3)in purified form, yield (75%).

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

Reference£º
Article; Raikwar, Kalpana; Oriental Journal of Chemistry; vol. 31; 2; (2015); p. 1195 – 1200;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Simple exploration of 14172-91-9

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14172-91-9,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),as a common compound, the synthetic route is as follows.,14172-91-9

Cu(II)TPP (3) (0.7 g, 1.0 mmol)was dissolved in chloroform (700 mL) and acetic acid (15 mL) was added. Cu(NO3)2¡¤3H2O (0.63 g,2.6 mmol) was dissolved in acetic anhydride (70 mL) and added to the reaction mixture. The mixturewas heated to 35 C and let to stir for 5 h. The reaction mixture was washed with water(3 ¡Á 700 mL), saturated K2CO3 solution (2 ¡Á 700 mL) and again with water (2 ¡Á 700 mL), dried overanhydrous Na2SO4 and solvents removed by azeotropic evaporation with methanol. The residue waspurified by column chromatography using CH2Cl2:pentane 1:1 as eluent resulting in Cu(II)TPPNO2(4) as a dark purple solid (0.65 g, 0.89 mmol, 89%)

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

Reference£º
Article; Blom, Magnus; Norrehed, Sara; Andersson, Claes-Henrik; Huang, Hao; Light, Mark E.; Bergquist, Jonas; Grennberg, Helena; Gogoll, Adolf; Molecules; vol. 21; 1; (2016);,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

The important role of 14172-91-9

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

Name is 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II), as a common heterocyclic compound, it belongs to copper-catalyst compound, and cas is 14172-91-9, its synthesis route is as follows.,14172-91-9

(a) N-Bromosuccinimide (0.026 g, 0.148 mmol) was added with stirring in four portions to a solution of 0.02 g (0.0296 mmol) of complex 5 in 10 mL of chloroform. After addition of NBS portion, the reaction mixture was heated under reflux for 5 min. The mixture was cooled, water was added, the organic layer was separated, washed with water, dried with Na2SO4, concentrated to minimal volume, chromatographed on aluminum oxide (using hexane, chloroform-hexane 1 : 2, and then chloroform as eluent), and reprecipitated from ethanol. Yield 0.02 g (0.0202 mmol), 69%. (b) N-Bromosuccinimide (0.0315 g, 0.177 mmol) was added with stirring to a solution of 0.02 g (0.0296 mmol) of complex 5 in a mixture of 10 mL of chloroform and 1 mL of DMF. The reaction mixture was stirred at ambient temperature for 3.5 h. The mixture was treated similarly to method a. Yield 0.021 g (0.0212 mmol), 72%. (c) A mixture of 0.02 g (0.0215 mmol) of porphyrin 3 and 0.038 g (0.215 mmol) of Cu(OAc)2 was dissolved in 10 mL of DMF and the reaction mixture was heated to reflux. The mixture was cooled, poured into water, solid NaCl was added, the precipitate was separated by filtration, washed with water, dried, and chromatographed on aluminum oxide using chloroform as an eluent. Yield 0.018 g (0.0182 mmol), 86%. MS (m/z (Irel, %)): 991 (53) [M]+; for C44H24N4Br4Cu calcd.: 992. IR (nu, cm-1): 2925 s, 2854 m nu(C-H, Ph), 1614 w, 1489 s nu(C=C, Ph), 1466 w, 1457 m nu(C=N), 1367 m, 1351 m nu(C-N), 1193 s, 1169 m, 1145 m, 1039 m delta(C-H, Ph), 1013 m nu(C-C), 862 s, 775 m gamma(C-H, pyrrole ring), 749 m, 693 m gamma(C-H, Ph). For C44H24N4Br4Cu anal. calcd. (%): C, 53.28; N, 5.65; H, 2.44; Br, 32.22. Found (%): C, 53.02; N, 5.53; H, 2.48; Br, 32.08.

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

Reference£º
Article; Chizhova; Shinkarenko; Zav?yalov; Mamardashvili, N. Zh.; Russian Journal of Inorganic Chemistry; vol. 63; 6; (2018); p. 732 – 735; Zh. Neorg. Khim.; vol. 63; 6; (2018); p. 695 – 699,5;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Downstream synthetic route of 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO133,mainly used in chemical industry, its synthesis route is as follows.,14172-91-9

General procedure: Under the protection of nitrogen, 0.14 mmol of the corresponding 5,10,15,20-tetrakis(4-R-phenyl)porphyrin copper(II)complex was dissolved in 16 ml of CHCl3, to which 0.75 ml of DMFwas added with magnetic stirring. The solution was cooled to 0 Cin an ice bath, and then 0.56 ml of phosphoryl chloride (POCl3) wasslowly added within 20 min. The ice bath was removed and stirringwas continued at room temperature for 1 h, and the solution wascontinuously stirred and heated at 70 C for 24 h. Then 3.606 g ofNaAc and 14.4 ml of distilled water were added in an ice bath andstirring for another 1 h. After separation of the aqueous layer, theorganic layer was washed with 10 ml of distilled water for 3 times,then dried over anhydrous magnesium sulfate and filtered. Thesolvent was removed by rotary evaporation at low temperature toafford a crude product. The crude product was dissolved indichloromethane and subjected to column chromatography overneutral alumina with dichloromethane/petroleum ether (v/v 3:1)as the eluent. The third coloured bandwas collected and the solventwas removed by rotary evaporation to afford a purple powder.

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

Reference£º
Article; Wu, Zhen-Yi; Yang, Sheng-Yan; Journal of Molecular Structure; vol. 1188; (2019); p. 244 – 254;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Simple exploration of 14172-91-9

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14172-91-9,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),as a common compound, the synthetic route is as follows.,14172-91-9

(a) N-Bromosuccinimide (0.0131 g, 0.0737 mmol) was added with stirring to a solution of 0.02 g (0.0296 mol) of complex 5 in 10 mL of chloroform and the reaction mixture was heated under reflux for 5 min. The mixture was cooled, water was added, the organic layer was separated, washed with water, dried with Na2SO4, concentrated, chromatographed on aluminum oxide (using hexane, chloroform-hexane 1 : 2, and then chloroform as eluent), and reprecipitated from ethanol. Yield 0.016 g (0.0212 mmol), 72%. (b) N-Bromosuccinimide (0.00788 g, 0.0444 mmol) was added with stirring to a solution of 0.02 g (0.0296 mmol) of complex 5 in a mixture of 10 mL of chloroform and 1 mL of DMF, the reaction mixture was kept at ambient temperature for 35 min. The mixture was treated similarly to method a. Yield 0.017 g (0.0225 mmol), 76%. (c) A mixture of 0.02 g (0.0288 mmol) of porphyrin 2 and 0.052 g (0.288 mmol) of Cu(OAc)2 was dissolved in 10 mL of DMF, the reaction mixture was heated to reflux, cooled, poured into water, solid NaCl was added, the precipitate was separated by filtration, washed with water, dried, and chromatographed on aluminum oxide using chloroform as an eluent. Yield 0.02 g (0.0265 mmol), 85%. MS (m/z (Irel, %)): 754 (56) [M]+; for C44H27N4BrCu calcd.: 755. IR (nu, cm-1): 2926 s, 2855 m nu(C-H, Ph), 1790 w, 1680 w, 1488 s nu(C=C, Ph), 1457 m nu(C=N), 1366 m, 1345 s nu(C-N), 1193 s, 1169 w, 1146 m, 1072 m delta(C-H, Ph), 1005 s nu(C-C), 861 s, 796 s gamma(C-H, pyrrole ring), 749 s, 702 s, 689 m gamma(C-H, Ph). For C44H27N4BrCu anal. calcd. (%): C, 69.98; N,7.42; H, 3.60; Br, 10.58. Found (%): C, 69.72; N, 7.30; H, 3.65; Br 9.67.

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

Reference£º
Article; Chizhova; Shinkarenko; Zav?yalov; Mamardashvili, N. Zh.; Russian Journal of Inorganic Chemistry; vol. 63; 6; (2018); p. 732 – 735; Zh. Neorg. Khim.; vol. 63; 6; (2018); p. 695 – 699,5;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

The important role of 14172-91-9

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

Name is 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II), as a common heterocyclic compound, it belongs to copper-catalyst compound, and cas is 14172-91-9, its synthesis route is as follows.,14172-91-9

Weigh 5,10,15,20-tetraphenyl copper porphyrin 1.000 g (1.5 mmol) was dissolved in a three-necked flask containing 175 mL of chloroform and dissolved by electromagnetic stirring at 40 C,Then add 15 mL of acetic acid,40 mL of acetic anhydride, followed by addition of .28 g (1.5 mmol) of copper nitrate, the reaction was carried out for about 25 min. Thin layer chromatography was carried out until the feed point was almost disappeared, poured into 200 mL of ice water mixture, neutralized with sodium hydroxide solution to pH = 9, and then washed several times, dried with anhydrous sodium sulfate, standing for one hour, pumping, the filtrate was concentrated to saturation, add 30mL hot methanol recrystallization.The solid was washed with methanol to a colorless, dry, bright purple crystal, beta-nitro-5,10,15,20-tetraphenyl copper porphyrin 0.90 g, yield 84%.

With the complex challenges of chemical substances, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

Reference£º
Patent; Wuhan Institute of Technology; Gao, Hong; Wang, Huidong; Chen, Chujun; Huang, Qihao; (17 pag.)CN106366086; (2017); A;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

The important role of 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

14172-91-9 is used more and more widely, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

As a common heterocyclic compound, it belongs to copper-catalyst compound, name is 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II), and cas is 14172-91-9, its synthesis route is as follows.,14172-91-9

Cu(II)TPP (3) (0.7 g, 1.0 mmol)was dissolved in chloroform (700 mL) and acetic acid (15 mL) was added. Cu(NO3)2¡¤3H2O (0.63 g,2.6 mmol) was dissolved in acetic anhydride (70 mL) and added to the reaction mixture. The mixturewas heated to 35 C and let to stir for 5 h. The reaction mixture was washed with water(3 ¡Á 700 mL), saturated K2CO3 solution (2 ¡Á 700 mL) and again with water (2 ¡Á 700 mL), dried overanhydrous Na2SO4 and solvents removed by azeotropic evaporation with methanol. The residue waspurified by column chromatography using CH2Cl2:pentane 1:1 as eluent resulting in Cu(II)TPPNO2(4) as a dark purple solid (0.65 g, 0.89 mmol, 89%)

14172-91-9 is used more and more widely, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II)

Reference£º
Article; Blom, Magnus; Norrehed, Sara; Andersson, Claes-Henrik; Huang, Hao; Light, Mark E.; Bergquist, Jonas; Grennberg, Helena; Gogoll, Adolf; Molecules; vol. 21; 1; (2016);,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Analyzing the synthesis route of 14172-91-9

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

14172-91-9, 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,14172-91-9

The copper tetraphenyl porphyrinssynthesised as above was converted into itsoctabromo derivative by the addition of liquidbromine (1.2ml)in chloroform(50ml) to a solution ofCu(TPP)(0.50g) in chloroform:carbon tetrachloride(1:1 V/V) (500ml) in a conical flask. Bromine wasadded dropwise and slowly over a period of halfhour, at room temperature. The contents were stirredfor 4hours, followed by addition of pyridine 2.4mlin 40ml mixture of CHCl3:CCl4in 1:1 ratio. Theaddition took about half hour and stirring continuedfor 12hours. The bromination process wasmonitored by UV-visible spectroscopy to ensurecomplete bromination. The excess bromine was destroyed byaddition of sodium metasulphite (200ml 20% aq.solution) to the system. The organic layer wasseparated using a separating funnel and the solutionwas dried over anhydrous sodium sulphate. Theevaporation of solvent under reduced pressureresulted a green solid of copper octabromoteraphenylporphyrin [Cu(OBTPP)]. The solid was dissolved inminimum amount of chloroform and columnchromatography was done. The first fraction comingout of the column was collected. The removal of solventyielded copper octabromotetraphenyl porphyrin(3)in purified form, yield (75%).

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

Reference£º
Article; Raikwar, Kalpana; Oriental Journal of Chemistry; vol. 31; 2; (2015); p. 1195 – 1200;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Brief introduction of 14172-91-9

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14172-91-9,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),as a common compound, the synthetic route is as follows.,14172-91-9

0.0157 g (0.088 mmol) of N-bromosuccinimide was added to a solution of 0.04 g (0.059 mmol) of Cuin 20 mL of l3, and the mixture was refluxed during 30 min. The operation was repeated three times,total amount of the added N-bromosuccinimide being0.047 g (0.26 mmol). After addition of the last portion of the reactant, the mixture was refluxed during 2 hand cooled to ambient; a solution of 0.07 g (0.44 mmol)of bromine in 5 mL of CHCl3 was then added atstirring. The resulting mixture was kept at 20 during about 24 h. Excess of bromine was removed by washing the reaction mixture with 15 mL of 20%aqueous solution of Na2S2O3. The organic layer was washed with water and dried over Na2SO4. The solvent was removed, and the residue was purified by chromatographyon alumina eluting with chloroform,followed by recrystallization from ethanol. Yield 0.055 g(72%, 0.0421 mmol).

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

Reference£º
Article; Maltseva; Zvezdina; Chizhova; Mamardashvili, N. Zh.; Russian Journal of General Chemistry; vol. 86; 1; (2016); p. 102 – 109; Zh. Obshch. Khim.; vol. 86; 1; (2016); p. 110 – 117,8;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

New learning discoveries about 14172-91-9

With the synthetic route has been constantly updated, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II), cas is 14172-91-9, it is a common heterocyclic compound, the copper-catalyst compound, its synthesis route is as follows.,14172-91-9

(a) N-Bromosuccinimide (0.0131 g, 0.0737 mmol) was added with stirring to a solution of 0.02 g (0.0296 mol) of complex 5 in 10 mL of chloroform and the reaction mixture was heated under reflux for 5 min. The mixture was cooled, water was added, the organic layer was separated, washed with water, dried with Na2SO4, concentrated, chromatographed on aluminum oxide (using hexane, chloroform-hexane 1 : 2, and then chloroform as eluent), and reprecipitated from ethanol. Yield 0.016 g (0.0212 mmol), 72%. (b) N-Bromosuccinimide (0.00788 g, 0.0444 mmol) was added with stirring to a solution of 0.02 g (0.0296 mmol) of complex 5 in a mixture of 10 mL of chloroform and 1 mL of DMF, the reaction mixture was kept at ambient temperature for 35 min. The mixture was treated similarly to method a. Yield 0.017 g (0.0225 mmol), 76%. (c) A mixture of 0.02 g (0.0288 mmol) of porphyrin 2 and 0.052 g (0.288 mmol) of Cu(OAc)2 was dissolved in 10 mL of DMF, the reaction mixture was heated to reflux, cooled, poured into water, solid NaCl was added, the precipitate was separated by filtration, washed with water, dried, and chromatographed on aluminum oxide using chloroform as an eluent. Yield 0.02 g (0.0265 mmol), 85%. MS (m/z (Irel, %)): 754 (56) [M]+; for C44H27N4BrCu calcd.: 755. IR (nu, cm-1): 2926 s, 2855 m nu(C-H, Ph), 1790 w, 1680 w, 1488 s nu(C=C, Ph), 1457 m nu(C=N), 1366 m, 1345 s nu(C-N), 1193 s, 1169 w, 1146 m, 1072 m delta(C-H, Ph), 1005 s nu(C-C), 861 s, 796 s gamma(C-H, pyrrole ring), 749 s, 702 s, 689 m gamma(C-H, Ph). For C44H27N4BrCu anal. calcd. (%): C, 69.98; N,7.42; H, 3.60; Br, 10.58. Found (%): C, 69.72; N, 7.30; H, 3.65; Br 9.67.

With the synthetic route has been constantly updated, we look forward to future research findings about 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),belong copper-catalyst compound

Reference£º
Article; Chizhova; Shinkarenko; Zav?yalov; Mamardashvili, N. Zh.; Russian Journal of Inorganic Chemistry; vol. 63; 6; (2018); p. 732 – 735; Zh. Neorg. Khim.; vol. 63; 6; (2018); p. 695 – 699,5;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”