1-Aza-1,2,4,6-cycloheptatetraene

Study of photochemical transformations of organic azides by matrix isolation techniques and quantum chemistry

“…140 ± 142 The situation changed when ketene imine 28 was detected upon the photolysis of phenyl azide in an argon matrix. 143 The irradiation of phenyl azide in an argon matrix at 8 K with light at l > 360 nm (or l > 216 nm) led to the formation of a product giving an intense band in the IR spectrum at 1895 cm 71 characteristic of heterocumulene structures (7N = C = C7).…”

Photochemistry of fluorophenyl azides in aniline

“…Huisgen and Vossius [16] suggested that the first intermediate formed from the singlet phenyl nitrene 2 was the bicyclic azirine 5. However, later IR spectroscopic studies [17] on the photochemistry of matrix isolated phenyl azide gave evidence of the formation of the didehydroazepine 4.…”

Attempts of the Synthesis of Highly Functionalized Porphyrins at the β-Positions: Nitration of Exhaustively Substituted Moieties in the ’Eastern Half ’ and Mass-Spectral Study of the Reaction Products

“…There are a number of papers in the literature, in which similar aromatic nitrene reactivity is described (via expansion of fused azirine or aziridine). [11,12,15,[17][18][19] Thus, this reaction scheme may also be taken under reconsideration.…”