Photochemistry of fluorophenyl azides in diethylamine. Nitrene reaction versus ring expansion Article uri icon

abstract

  • Several fluorophenyl azides were photolyzed with diethyl amine at room temperature. Pentafluoro and 2,6-difluorophenyl azides gave hydrazines as the major products. On the other hand, several mono- and difluorophenyl azides gave azepines under similar conditions. Ortho-fluoro singlet phenyl nitrene produces the azirine by ring closure away from the substituent.

publication date

  • 1998-01-01