Acenaphtho[1,2-j]fluoranthene-4,5-dicarboxyimides: A New Monoimide Showing Self-aggregation in Chloroform

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Abstract The title imides possessing a planar acenaphthofluoranthene moiety were prepared by the Diels–Alder reaction of diacenaphtho[1,2-b:1′,2′-d]thiophene and maleic anhydride and subsequent treatment with amines. The reaction with maleimide afforded the corresponding 1:2 adduct displaying intense blue fluorescence in solution. Although the imides crystallize yellow needles, their amorphous solids are red. Concentration-dependent 1H NMR spectra of a N-octyl derivative reveal self-aggregation behavior in CDCl3.