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2,9-bis-(2,4,6-trimethoxyphenyl)-1,10-phenanthroline[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
72.6%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In water; toluene; for 48h;Inert atmosphere; Reflux;
Ligand (2,4,6-tmp)2phen was prepared following synthetic proceduresfor the dimesityl-substituted analogue (Mes2phen) [54]. Ina round bottom flask, 2,9-dichloro-1,10-phenanthroline (0.225 g,0.903 mmol) and <strong>[135159-25-0]2,4,6-trimethoxyphenylboronic acid</strong> (0.440 g,2.08 mmol) were suspended in 18.4 mL of toluene and 7.9 mL of2M Na2CO3(aq), then purged with argon for 15 min. A catalyticamount of Pd(PPh3)4 (0.1 eq, 0.104 g, 0.090 mmol) was added andthe reaction mixture was heated at reflux for 48 h. The biphasicreaction mixture was cooled to room temperature, and the organiclayer was separated from the aqueous layer and set aside. Theaqueous layer was washed with dichloromethane and the organicfractions were combined, dried using anhydrous MgSO4, and filtered.The solvent was removed via rotary evaporation and theremaining solid was suspended in cold diethyl ether and filtered.Yield = 0.336 g (0.656 mmol, 72.6%)
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