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Issue 11, 2013
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Photophysical and theoretical investigations of the [8]cycloparaphenylene radical cation and its charge-resonance dimer

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Abstract

Treatment of [8]cycloparaphenylene (CPP) with the oxidant triethyloxonium hexachloroantimonate afforded an isolable radical cation of the parent carbon nanohoop. The photophysical properties of [8]CPP˙+SbCl6 were investigated, showing the presence of two absorptions at 535 nm and 1115 nm. Time-dependent density functional theory (DFT) calculations were used to examine these optical absorptions, revealing a delocalized, quinoidal carbon nanohoop. Upon mixing with neutral [8]cycloparaphenylene, the formation of an unusually strong charge-resonance complex ([8]CPP2+ was observed. Spectroscopic and computational studies were indicative of extensive intermolecular charge delocalization between the two carbon nanohoops as well.

Graphical abstract: Photophysical and theoretical investigations of the [8]cycloparaphenylene radical cation and its charge-resonance dimer

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Publication details

The article was received on 03 Jul 2013, accepted on 19 Aug 2013 and first published on 27 Aug 2013


Article type: Edge Article
DOI: 10.1039/C3SC51861B
Citation: Chem. Sci., 2013,4, 4285-4291
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    Photophysical and theoretical investigations of the [8]cycloparaphenylene radical cation and its charge-resonance dimer

    M. R. Golder, B. M. Wong and R. Jasti, Chem. Sci., 2013, 4, 4285
    DOI: 10.1039/C3SC51861B

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