Reacción #531789

ord-b54fcff3c6354d968538bcb17b8771e8

Ecuación de reacción

N#CC1=C(c2ccccc2)NC2=C(CCc3c(-c4ccccc4)cc(-c4ccccc4)nc32)C1c1cccc(C2C(C#N)=C(c3ccccc3)NC3=C2CCc2c(-c4ccccc4)cc(-c4ccccc4)nc23)c1
4,4′-(1,3-phenylene)bis(2,7,9-triphenyl-1,4,5,6-tetrahydro-1,10-phenanthroline-3-carbonitrile)
ClCCl
CH2Cl2
N#Cc1c(-c2ccccc2)nc2c(ccc3c(-c4ccccc4)cc(-c4ccccc4)nc32)c1-c1cccc(-c2c(C#N)c(-c3ccccc3)nc3c2ccc2c(-c4ccccc4)cc(-c4ccccc4)nc23)c1
4,4′-(1,3-phenylene)bis(2,7,9-triphenyl-1,10-phenanthroline-3-carbonitrile)

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated until total dissolution
  2. 2
    Temperaturathe reaction was refluxed for 72 hours with argon bubbling directly in the solution

Procedimiento

suspension of 4,4′-(1,3-phenylene)bis(2,7,9-triphenyl-1,4,5,6-tetrahydro-1,10-phenanthroline-3-carbonitrile) (5) in 2 L diethyleneglycol was heated until total dissolution. 10 g Pd/C was then slowly added, and the reaction was refluxed for 72 hours with argon bubbling directly in the solution. The reaction was monitored by TLC (Silica Gel; CH2Cl2). The starting material's spot (rf: 0.8, blue-green under 366 nm) converted into a blue fluorescent spot (rf: 0.9). Once the starting material spot has disappeared, the reaction was stopped, and the suspension cooled to room temperature.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08475686B2uspto-grants-2013_07