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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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Supplementary files

Article information


Submitted
03 Jul 2013
Accepted
19 Aug 2013
First published
27 Aug 2013

Chem. Sci., 2013,4, 4285-4291
Article type
Edge Article

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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