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With the aim of finding and characterizing new simple organic molecules (SOM) generating circularly polarized luminescence (CPL), we test here nine [2]paracyclo[2](5,8)‐quinoliphane derivatives, whose circular dichroism (CD) spectra were previously measured at short wavelengths in a study encompassing also OR and VCD (CD in the IR). Completion of the CD spectra is carried out with attention paid to weaker and longer wavelength features. The observed signs of the CPL spectra are compared to the signs of the CD band at the longest wavelength and are found coincident except in two cases. The magnitudes of dissymmetry ratios g in luminescence are of the order 10−3, like the corresponding |g| values for the absorption case. TD‐DFT calculations for the two simplest cases provide details on the molecular orbitals involved in the transitions responsible for the observed signals of these molecules. The calculations allow us to provide also a first explanation of the two observed behaviors of the |glum|/|gabs| ratios. [ABSTRACT FROM AUTHOR]

Syntheses of various classes of unreported heterophanes derived from [2.2]paracyclophane are herein reported. The key to their successful synthesis depends on the photochemical synthesis of pyridazinophane and quinolinophane-2(1H)-one from freshly prepared 4-([2.2]paracyclophanyl)-azo-4′-[2.2]paracyclophane and 4-([2.2]paracyclophanyl)cinnnamanilide, respectively. Reactions of 4-amino-[2.2]paracyclophane with either acetyl- or benzoylacetone afforded condensed products. Then ring closure using polyphosphoric acid (PPA) at 120°C gave, in near quantitative yields, quinolinophanes. Reactions of [2](4,7)-indano-[2]paracyclophane-1-ylidene-propanedinitrile with active methylene compounds afforded fused spiro-pyranoindanoparacyclophane derivatives. [Copyright &y& Elsevier]