Reacción #2122500

ord-1cc428ed83a1499ea7e895a2b44d59df

Ecuación de reacción

Oc1cccc2cccnc12
8-hydroxyquinoline
[Cl][Ir]([Cl])[Cl].c1ccc(-c2nc3ccccc3s2)cc1
2-phenylbenzothiazole Iridium chloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=C([O-])c1ccc2cccc(O)c2n1.O=C([O-])c1ccc2cccc(O)c2n1.O=C([O-])c1ccc2cccc(O)c2n1.[Ir+3].c1ccc(-c2nc3ccccc3s2)cc1.c1ccc(-c2nc3ccccc3s2)cc1
Bis(2-phenylbenzothiazole) Iridium (8-hydroxyquinolate)
Rendimiento 57.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture was heated
  2. 2
    Temperaturato reflux under nitrogen in an oil bath overnight (23 hrs.)
  3. 3
    OtroReaction mixture
  4. 4
    Filtraciónthe red precipitate was filtered off via vacuum
  5. 5
    ConcentraciónThe filtrate was concentrated
  6. 6
    workup.ADDITIONmethanol was added
  7. 7
    Otroto precipitate more product
  8. 8
    FiltraciónSuccessive filtrations and precipitations
  9. 9
    Otroafforded a 57% yield

Procedimiento

4.7 mmol (0.68 g) of 8-hydroxyquinoline was added to a room-temperature solution of 0.14 mmol 2-phenylbenzothiazole Iridium chloride dimer (0.19 g) in 20 mL of 2-ethoxyethanol. Approximately 700 mg of sodium carbonate was added, and the mixture was heated to reflux under nitrogen in an oil bath overnight (23 hrs.). Reaction mixture was cooled to room temperature, and the red precipitate was filtered off via vacuum. The filtrate was concentrated and methanol was added to precipitate more product. Successive filtrations and precipitations afforded a 57% yield. The emission spectrum is in FIG. 43 and the proton NMR spectrum is in FIG. 44.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08574726B2uspto-grants-2013_11