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Precise synthesis and photophysical properties of a small chiral carbon nanotube segment: Cyclo[7]paraphenylene-2,6-naphthylene

Abstract

Herein we report the precise synthesis and photophysical properties of a naphthalene-containing carbon nanohoop, cyclo[7]paraphenylene-2,6-naphthylene ([7]CPPNa2,6), as a sidewall segment of a [9, 8] single-walled carbon nanotube ([9, 8]SWNT) by a rationally designed strategy. To the best of our knowledge, [7]CPPNa2,6 represents the smallest chiral SWNT segment ever reported. The structure was confirmed by 1H NMR, 2D 1H-1H COSY NMR, 13C NMR, and HR-MS. The nanohoop’s interesting photophysical properties were investigated by steady-state and time-resolved spectroscopies combined with theoretical calculations. Compared with the [8]CPP and [9]CPP nanohoops, [7]CPPNa2,6 has a moderate strain energy (89.6 kcal.mol-1) and a higher HOMO-LUMO gap (3.5 eV).

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Publication details

The article was received on 19 Jun 2019, accepted on 12 Jul 2019 and first published on 12 Jul 2019


Article type: Communication
DOI: 10.1039/C9CC04700J
Chem. Commun., 2019, Accepted Manuscript

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    Precise synthesis and photophysical properties of a small chiral carbon nanotube segment: Cyclo[7]paraphenylene-2,6-naphthylene

    J. Wang, G. Zhuang, Q. Huang, Y. Xiao, Y. Zhou, H. Liu and P. Du, Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C9CC04700J

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