Category: 29176-55-4

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29176-55-4,2,9-Dichloro-1,10-phenanthroline,as a common compound, the synthetic route is as follows.

General procedure: Diaryl-substituted phenanthrolines were prepared by combining thedihalo-substituted phenanthroline with the appropriate phenylboronicacid in a 100 mL Schlenk flask. The solids were suspended in 30 mL oftoluene and 20 mL of 2 M Na2CO3(aq), then purged with Ar for 15 min.Subsequently, Pd(PPh3)4 (0.175 g, 0.15 mmol) was added to the flask,purged for an additional 15 min, then heated at reflux under Ar whilerapidly stirring. After 48 h, the biphasic mixture was cooled to roomtemperature and the two layers were isolated. The aqueous layer waswashed with dichloromethane and all organic fractions were combined,dried using anhydrous MgSO4, and filtered. The solvent was removedby rotary evaporation, and the solids were recrystallized with minimaltoluene followed by vacuum filtration. If necessary, the volume of theresulting filtrate was reduced and hexanes added to induce precipitation.The mixture was vacuum filtered and resulting white solids were collected., 29176-55-4

As the paragraph descriping shows that 29176-55-4 is playing an increasingly important role.

Reference£º
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

29176-55-4, 2,9-Dichloro-1,10-phenanthroline is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: An oven-dried Schlenk flask was evacuated and back-filled with argon three times. (Hetero)aryl (di)halide (1 equiv), base (1.5 equiv per halogen) and a solution of SPO (1.2 equiv per halogen) in anhydrous solvent (5 mL/mmol per halogen) were added to the flask. The solution was bubbled with argon for 10 min and Pd(OAc)2 (1 mol% per halogen) and ferrocene-based bidentate phosphine ligand (2 mol% per halogen) were added to the flask simultaneously [2.5 mol% Pd(OAc)2 per halogen and 5 mol% dppf per halogen for compounds 2j, 2l, 2r, 2t, 2w]. The resulting mixture was heated at the indicated temperature for the given time. Workup procedures are described below for two different conditions. Final purification of crude products was achieved by column chromatography on silica gel (40-60 mum) using CH2Cl2-MeOH as eluent. Reaction scale and yields are shown in Table 1 (2a-w), Scheme 1 (3a-h) and Scheme 2 (4a-g). Notice that all compounds with two phosphine oxide groups are beige-to-brown solids or slowly solidifying viscous brown oils. Conditions I: ligand: dppf, solvent: DMF, base: Cs2CO3 (2d-n, 2q, 2r, 2t-w, 4a-g) or K2CO3 (3a-h), temperature: 120 C, time: 7 h (20 h for 2j, 2l, 2r, 2w). Workup: after cooling, the reaction mixture was poured into a fourfold excess of brine. The mixture was extracted three times with CH2Cl2 (40 mL/mmol each). The combined organic layers were washed with brine to remove traces of DMF, dried over Na2SO4 and then evaporated to dryness. Conditions II: ligand: dippf, solvent: toluene, base: t-BuOK, temperature: 110 C, time: 7 h. Workup: after cooling, the reaction mixture was evaporated to dryness. Then, the mixture was diluted with CH2Cl2 (40 mL/mmol) and washed with water and brine (40 mL/mmol). The organic layer was dried over Na2SO4 and the CH2Cl2 was removed under reduced pressure., 29176-55-4

29176-55-4 2,9-Dichloro-1,10-phenanthroline 355196, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Article; Zakirova, Gladis G.; Mladentsev, Dmitrii Yu.; Borisova, Nataliya E.; Synthesis; vol. 51; 11; (2019); p. 2379 – 2386;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

29176-55-4, 2,9-Dichloro-1,10-phenanthroline is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of E-l-(6-methyl-pyridin-2-yl)-ethanone-O-r3-(9-chloro-rif101phenanthrolin- 2-yl)-prop-2-ynyl1-oxime2,9-Dichloro-[l,10]phenanthroline (0.46 g) and E-l-(6-methyl-pyridin-2-yl)-ethanone-0- prop-2-ynyl-oxime (382 mg) were dissolved in THF (5 ml_). Diisopropylamine (1.88 g), dichlorobis (triphenylphospine)palladium(II) (57 mg) and copper(I) iodide (58 mg) were added. After stirring for 3h at 55C the reaction mixture was poured into water, extracted with ethyl acetate and washed with brine. The organic phase was dried over sodium sulfate, concentrated and purified by chromatography over silica to give l-(6-Methyl-pyridin-2-yl ethanone-O-[3-(9-chloro-[l,10]phenanthrolin-2-yl)-prop-2-ynyl]-oxime as a brown solid., 29176-55-4

The synthetic route of 29176-55-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; TRAH, Stephan; ZAMBACH, Werner; STIERLI, Daniel; NEBEL, Kurt; BORTOLATO, Andrea; WO2012/62844; (2012); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

29176-55-4, 2,9-Dichloro-1,10-phenanthroline is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Stille couplingThe rigid ligand 66 was obtained by Stille bis-coupling, by condensing two residues of tributylstannylpyridazine 39 with the 2,9-dibromo-1,10-phenanthroline 65b, with a yield of 91%, whereas its dichlorinated homolog 65a enables only a more modest yield of 62% to be obtained (Scheme 31).

29176-55-4, 29176-55-4 2,9-Dichloro-1,10-phenanthroline 355196, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.); US2010/298562; (2010); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29176-55-4,2,9-Dichloro-1,10-phenanthroline,as a common compound, the synthetic route is as follows.

2,9-Dichloro-1,10-phenanthroline was prepared as described in Bull. Chem. Soc. Jpn. 65, 2007-2009 (1992). 1,2-phenylene [bis (2-methylphenyl)] phosphine was synthesized by the method described in Organometallics, 23, 6077-6079 (2004). Under an argon atmosphere, 1,2-phenylenebis [bis (2-methylphenyl)] phosphine (81.3 mg, 0.6 mmol) was added to a 1 mL solution of silver tetrafluoroborate (I) (31.5 mg, 0.162 mmol) in dichloromethane. 162 mmol), and the mixture was stirred at room temperature for 10 minutes. To the reaction mixture was added 2,9-dichloro-1,10-phenanthroline (46.4 mg, 0.186 mmol), and the mixture was stirred at room temperature for 10 minutes. The reaction solution was filtered, the filtrate was concentrated, recrystallized by slow diffusion with dichloroethane-ether, and dried to obtain 130 mg (yield: 85.2%) of a pale yellow solid complex.

29176-55-4, 29176-55-4 2,9-Dichloro-1,10-phenanthroline 355196, acatalyst-ligand compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; KOBAYASHI, NORIFUMI; HIGASHIMURA, HIDEYUKI; (18 pag.)JP5670835; (2015); B2;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI

29176-55-4, 2,9-Dichloro-1,10-phenanthroline is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: An oven-dried Schlenk flask was evacuated and back-filled with argon three times. (Hetero)aryl (di)halide (1 equiv), base (1.5 equiv per halogen) and a solution of SPO (1.2 equiv per halogen) in anhydrous solvent (5 mL/mmol per halogen) were added to the flask. The solution was bubbled with argon for 10 min and Pd(OAc)2 (1 mol% per halogen) and ferrocene-based bidentate phosphine ligand (2 mol% per halogen) were added to the flask simultaneously [2.5 mol% Pd(OAc)2 per halogen and 5 mol% dppf per halogen for compounds 2j, 2l, 2r, 2t, 2w]. The resulting mixture was heated at the indicated temperature for the given time. Workup procedures are described below for two different conditions. Final purification of crude products was achieved by column chromatography on silica gel (40-60 mum) using CH2Cl2-MeOH as eluent. Reaction scale and yields are shown in Table 1 (2a-w), Scheme 1 (3a-h) and Scheme 2 (4a-g). Notice that all compounds with two phosphine oxide groups are beige-to-brown solids or slowly solidifying viscous brown oils. Conditions I: ligand: dppf, solvent: DMF, base: Cs2CO3 (2d-n, 2q, 2r, 2t-w, 4a-g) or K2CO3 (3a-h), temperature: 120 C, time: 7 h (20 h for 2j, 2l, 2r, 2w). Workup: after cooling, the reaction mixture was poured into a fourfold excess of brine. The mixture was extracted three times with CH2Cl2 (40 mL/mmol each). The combined organic layers were washed with brine to remove traces of DMF, dried over Na2SO4 and then evaporated to dryness. Conditions II: ligand: dippf, solvent: toluene, base: t-BuOK, temperature: 110 C, time: 7 h. Workup: after cooling, the reaction mixture was evaporated to dryness. Then, the mixture was diluted with CH2Cl2 (40 mL/mmol) and washed with water and brine (40 mL/mmol). The organic layer was dried over Na2SO4 and the CH2Cl2 was removed under reduced pressure.

29176-55-4, As the paragraph descriping shows that 29176-55-4 is playing an increasingly important role.

Reference£º
Article; Zakirova, Gladis G.; Mladentsev, Dmitrii Yu.; Borisova, Nataliya E.; Synthesis; vol. 51; 11; (2019); p. 2379 – 2386;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI