Reaktion #308359

Reaktionsgleichung

9,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)anthracene

5-bromo-2,3′-bipyridine

tripotassium phosphate

dioxane

→

9,10-bis(2,3′-bipyridine-5-yl)anthracene

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature for 3 days under argon atmosphere
2. 2
   TemperaturAfter heating
3. 3
   Sonstigethe reaction liquid
4. 4
   Extraktionthe organic layer was extracted
5. 5
   EinengenThe organic layer was concentrated in an evaporator
6. 6
   Sonstigethe concentrates were purified by column chromatography, yellow powders which
7. 7
   Einengenwere concentrated again
8. 8
   Sonstigeobtained
9. 9
   Waschenwere washed by toluene

Vorschrift

Into a flask, 2.53 g of 9,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)anthracene, 2 g of 5-bromo-2,3′-bipyridine, 960 mg of Pd(PPh3)4, 3.81 g of tripotassium phosphate, 60 ml of dioxane, and 15 ml of pure water were put, and the solution was stirred at reflux temperature for 3 days under argon atmosphere. After heating, the reaction liquid was cooled to room temperature, pure water was added, and then the organic layer was extracted. The organic layer was concentrated in an evaporator, the concentrates were purified by column chromatography, yellow powders which were concentrated again and obtained were washed by toluene, and thus 800 mg of 9,10-bis(2,3′-bipyridine-5-yl)anthracene was obtained. 1H-NMR (CDCl3) δ 7.4-7.6 (m, 6H), 7.2-7.3 (m, 4H), 8.0 (d, 4H), 8.5 (s, 2H), 8.8 (d, 4H), 9.4 (s, 2H).

Quelle