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• W2803243706 abstract "Cycloparaphenylenes (CPPs) are hoop-shaped conjugated hydrocarbons corresponding to partial structures of fullerenes or armchair carbon nanotubes. Here, we examined the fluorescence properties of a series of [n]cycloparaphenylene dications ([n]CPP2+, n = 5–9), which have unique in-plane aromaticity. The fluorescence peak positions of the [n]CPP2+s shifted to the longer-wavelength region with increasing ring size, reaching the near-infrared region for those with n > 5. The fluorescence quantum yield of [6]CPP2+ was the highest among the [n]CPP2+s examined in this study, and the value was on the same order as that of carbon nanotubes. The Stokes shifts of [n]CPP2+s were smaller than those of neutral [n]CPPs, which do not have in-plane aromaticity. Theoretical calculations indicate that [n]CPP2+s undergo smaller structural changes upon S0–S1 transition than [n]CPPs do, and this is responsible for the difference of the Stokes shift. Furthermore, molecular orbital analysis reveals that the S0–S1 transition of smaller [n]CPP2+s has an electric-dipole-forbidden character due to HOMO → LUMO/HOMO → LUMO+1 mixing. The relatively high fluorescence quantum yield of [6]CPP2+ is considered to arise from the balance between relatively allowed character and the dominant effect of energy gap." @default.
• W2803243706 created "2018-06-01" @default.
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• W2803243706 date "2018-05-18" @default.
• W2803243706 modified "2023-10-18" @default.
• W2803243706 title "Near-Infrared Fluorescence from In-Plane-Aromatic Cycloparaphenylene Dications" @default.
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• W2803243706 doi "https://doi.org/10.1021/acs.jpca.8b03105" @default.
• W2803243706 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/29775062" @default.
• W2803243706 hasPublicationYear "2018" @default.
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