تفاعل #2122500

ord-1cc428ed83a1499ea7e895a2b44d59df

معادلة التفاعل

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)
المردود 57.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was heated
  2. 2
    درجة الحرارةto reflux under nitrogen in an oil bath overnight (23 hrs.)
  3. 3
    أخرىReaction mixture
  4. 4
    ترشيحthe red precipitate was filtered off via vacuum
  5. 5
    تركيزThe filtrate was concentrated
  6. 6
    workup.ADDITIONmethanol was added
  7. 7
    أخرىto precipitate more product
  8. 8
    ترشيحSuccessive filtrations and precipitations
  9. 9
    أخرىafforded a 57% yield

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08574726B2uspto-grants-2013_11