Réaction #2122500

ord-1cc428ed83a1499ea7e895a2b44d59df

Équation de réaction

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)
Rendement 57.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe mixture was heated
  2. 2
    Températureto reflux under nitrogen in an oil bath overnight (23 hrs.)
  3. 3
    AutreReaction mixture
  4. 4
    Filtrationthe red precipitate was filtered off via vacuum
  5. 5
    ConcentrationThe filtrate was concentrated
  6. 6
    workup.ADDITIONmethanol was added
  7. 7
    Autreto precipitate more product
  8. 8
    FiltrationSuccessive filtrations and precipitations
  9. 9
    Autreafforded a 57% yield

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08574726B2uspto-grants-2013_11