1609117-40-9Relevant articles and documents
A facile preparation, characteristic properties, and crystal structure of {4-[(E)-2-(3-guaiazulenyl)diazenyl]phenyl}(3-guaiazulenyl)methylium hexafluorophosphate
Takekuma, Shin-Ichi,Seki, Atsuki,Minematsu, Toshie
, p. 511 - 527 (2014/05/06)
Reaction of 4-[(E)-2-(3-guaiazulenyl)diazenyl]benzene-1-carbaldehyde with guaiazulene (=7-isopropyl-1,4-dimethylazulene) in methanol in the presence of 65% hexafluorophosphoric acid at 25°C for 2 h gives the title new monocarbenium ion compound with an equivalent of HPF6, in 97% isolated yield, which upon reduction with NaBH4 in amixed solvent of ethanol and acetonitrile at 25°C for 30min affords the corresponding new H1-reduction product, {4-[(E)-2-(3- guaiazulenyl)diazenyl]phenyl}(3-guaiazulenyl)methane, in 93% isolated yield. Along with the above basic studies, the difference between the delocalized π-electron system (i.e., the formation of the resonance structures) of the title compound, possessing an (E)-diazene linkage (-N=N-), and that of the structurally related new compound, possessing an (E)-ethene linkage (-CH=CH-), i.e., {4-[(E)-2-(3-guaiazulenyl)ethenyl]phenyl}(3- guaiazulenyl)methylium hexafluorophosphate, is reported in detail.