Influence of Curvature on the Physical Properties and Reactivity of Triplet Corannulene Nitrene.

Although nitrene chemistry is promising for the light-induced modification of organic compounds, the reactivity of large polycyclic aromatic compounds and the effects of their curvature remain unexplored. Irradiation of azidocorannulene () in methanol/acetonitrile followed by HCl addition produced diastereomers and . Azirine is apparently trapped by methanol to form diastereomeric acetal derivatives that are hydrolyzed with HCl to yield and '.

Unraveling the Solid-State Photoreactivity of Carbonylbis(4,1-Phenylene)dicarbonazidate with Laser Flash Photolysis.

Solid-state photoreactions are generally controlled by the rigid and ordered nature of crystals. Herein, the solution and solid-state photoreactivities of carbonylbis(4,1-phenylene)dicarbonazidate () were investigated to elucidate the solid-state reaction mechanism. Irradiation of in methanol yielded primarily the corresponding amine, whereas irradiation in the solid state gave a mixture of photoproducts.