Réaction #6672

ord-747a39fbf3734e7585c10393e8a4c1b7

Équation de réaction

C1=Cc2cccc3cccc(c23)C1
perinaphthene
c1ccncc1
pyridine
→
c1cc2ccc3c4ccc5cccc6ccc(c7ccc(c1)c2c37)c4c56
peropyrene

Réactifs

—
II
C1=Cc2cccc3cccc(c23)C1
perinaphthene
c1ccncc1
pyridine

Réactifs

[Zn]
zinc

Solvants

CC(=O)O
acetic acid

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added dropwise
  2. 2
    Températureunder reflux in nitrogen flow over five hours
  3. 3
    Filtrationwas filtrated

Mode opératoire

With reference to the following scheme, perinaphthene and zinc powder were added to pyridine (I in the following synthesis scheme), 50 ml of 80% acetic acid was added dropwise thereto with stirring under reflux in nitrogen flow over five hours, the resulting precipitate (II in the following synthesis scheme I) was filtrated, was dehydrated and sublimated using a vacuum sublimation apparatus and thereby yielded unsubstituted peropyrene (III in the following synthesis scheme).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07083867B2uspto-grants-2006_08