Preparation and purification of some oxidation products of perylene

Major products in the photochemistry of perylene adsorbed in models of atmospheric particulate matter

“…The fact that the chromatographic peak at R t = 7 min (1,12-perylenequinone) exhibited a small peak at m/z = 254 suggested that it can be associated to an unstable product that losses both carbonyl groups simultaneously. This agreed with the results reported by Fatiadi et al [35] in the sense that they found that 1,12-perylenequinone was very unstable, labile and tended to oxidize in air.…”

Chromatographic isolation and spectral analysis of polycyclic quinones. Application to air pollution analysis

“…The limiting factor in the above studies seems to be the lack of a relatively good separation system for the analysis of the polycyclic quiñones. Column chromatography has been attempted in the resolution of isomeric quiñones derived from pyrene (8) and benzo [a] pyrene (9), while thin-layer chromatography has attempted to separate the quiñones of benzo [a] pyrene (10,11) and perylene (12). However, none of these methods appear to be sufficiently sensitive for the isolation of polycyclic quiñones of the same molecular weight.…”

Rational assembly of benzenoid rings in benzo[ghi]perylene yields a diversity of edge features with site-selective reactivity

“…97 Historically, stoichiometric chromium-based reagents oxygenate at the most nucleophilic positions of PAHs. 98,99 Employing conditions in analogy to perylene 100 oxygenates BP at the peri -positions to yield sparingly soluble 5,10-O 2 BP in 22% brsm, in Scheme 5, whose connectivity was confirmed by analysis of crystals grown from 1,2-dichlorobenzene. The extremely low solubility of 5,10-O 2 BP even in halogenated organic solvents (∼1 mg mL −1 in C 2 H 2 Cl 4 ) hampers chromatographic separation, requiring ∼2 L to elute 50 mg of material, and renders scale-up impractical.…”