Réaction #2122501

ord-b555fb82be264f68babe54cb639dc92c

Équation de réaction

O=C(O)c1ccccn1
picolinic acid
[Cl][Ir]([Cl])[Cl].c1ccc(-c2nc3ccccc3s2)cc1
2-phenylbenzothiazole Iridium chloride
O=C([O-])c1ccccn1.O=C([O-])c1ccccn1.O=C([O-])c1ccccn1.[Ir+3].c1ccc(-c2nc3ccccc3s2)cc1.c1ccc(-c2nc3ccccc3s2)cc1
impure product
O=C([O-])c1ccccn1.O=C([O-])c1ccccn1.O=C([O-])c1ccccn1.[Ir+3].c1ccc(-c2nc3ccccc3s2)cc1.c1ccc(-c2nc3ccccc3s2)cc1
Bis(2-phenylbenzothiazole) Iridium picolinate

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 for 8.5 hours
  3. 3
    Filtrationthe yellow precipitate was filtered off via vacuum
  4. 4
    ConcentrationThe filtrate was concentrated
  5. 5
    workup.ADDITIONmethanol was added
  6. 6
    Autreto precipitate more product
  7. 7
    FiltrationSuccessive filtrations and precipitations

Mode opératoire

2.14 mmol (0.26 g) of picolinic acid was added to a room-temperature solution of 0.80 mmol 2-phenylbenzothiazole Iridium chloride dimer (1.0 g) in 60 mL of dichloromethane. The mixture was heated to reflux under nitrogen in an oil bath for 8.5 hours. The reaction mixture was cooled to room temperature, and the yellow precipitate was filtered off via vacuum. The filtrate was concentrated and methanol was added to precipitate more product. Successive filtrations and precipitations yielded about 900 mg of impure product. Emission spectrum is in FIG. 45.

Source

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