Reacción #2460316

ord-08a9acc61bcd4271ab7ea3f6da6f4a90

Ecuación de reacción

C[S+](C)c1cccc(N(c2ccccc2)c2ccc(C=Cc3ccc(N(c4ccccc4)c4cccc([S+](C)C)c4)cc3)cc2)c1.O=S(=O)([O-])C(F)(F)F.O=S(=O)([O-])C(F)(F)F
trans-{3-[[4-(2-{4-[[3-(dimethylsulfonio)phenyl](phenyl)amino]phenyl}vinyl)phenyl](phenyl)amino]phenl}(dimethyl)sulfonium triflate
C[S+](C)c1cccc(N(c2ccccc2)c2ccc(C=Cc3ccc(N(c4ccccc4)c4cccc([S+](C)C)c4)cc3)cc2)c1.O=S(=O)([O-])C(F)(F)F.O=S(=O)([O-])C(F)(F)F
{3-[[4-(2-{4-[[3-(dimethylsulfonio)phenyl](phenyl)amino]-phenyl}-vinyl)phenyl](phenyl)amino]phenyl}(dimethyl)sulfonium triflate
[F][Sb-]([F])([F])([F])([F])[F].[Na+]
sodium hexafluoroantimonate
C[S+](C)c1cccc(N(c2ccccc2)c2ccc(C=Cc3ccc(N(c4ccccc4)c4cccc([S+](C)C)c4)cc3)cc2)c1.[F][Sb-]([F])([F])([F])([F])[F].[F][Sb-]([F])([F])([F])([F])[F]
{3-[[4-(2-{4-[[3-(dimethylsulfonio)phenyl](phenyl)amino]phenyl}vinyl)phenyl](phenyl)amino]phenyl}(dimethyl)sulfonium hexafluoro-antimonate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowith slow evaporation of methylene chloride and acetone
  2. 2
    Otroa yellow solid was formed
  3. 3
    Filtracióncollected by filtration
  4. 4
    LavadoThe yellow solid was washed four times with water and three times with ether
  5. 5
    OtroNMR-pure product was obtained without further purification in 75.4% (0.31 g)
  6. 6
    Otroyield

Procedimiento

trans-{3-[[4-(2-{4-[[3-(dimethylsulfonio)phenyl](phenyl)amino]phenyl}vinyl)phenyl](phenyl)amino]phenl}(dimethyl)sulfonium triflate (17) (0.3 g 0.33 mmol) was dissolved in methylene chloride (5 ml) and acetone (10 ml). To this solution was added 10 ml aqueous sodium hexafluoroantimonate solution (0.341 g, 1.32 mmol). The resultant mixture was stirred three days in the dark at room temperature with slow evaporation of methylene chloride and acetone, a yellow solid was formed and collected by filtration. The yellow solid was washed four times with water and three times with ether. NMR-pure product was obtained without further purification in 75.4% (0.31 g) yield. 1H NMR (DMSO, 500 MHz) δ ppm: 7.0-7.6 (m, 26H, Ar—H), 7.16 (s, ═CH, 2H), 3.35 (s, CH3, 12H) Anal. calcd for C44H40N2S2Sb2F12: C, 45.51; H, 3.64; N, 2.53; S, 5.78.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07459106B2uspto-grants-2008_12