ortho-Phenylene-Bridged Hybrid Nanorings of 2,5-Pyrrolylenes and 2,5-Thienylenes

Fengkun Chen, Jinseok Kim, Yusuke Matsuo, Yongseok Hong, Dongho Kim, Takayuki Tanaka, Atsuhiro Osuka

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Hybrid nanorings composed of 2,5-pyrrolylene, 2,5-thienylene, and bridging ortho-phenylene were synthesized by strategic cross-coupling reactions, and their structures were unambiguously revealed by X-ray diffraction analysis. These nanorings showed highly twisted structures in the solid-state, while exhibiting symmetric 1H NMR spectra, indicating their conformational flexibilities in solution. The photophysical and electrochemical properties of these nanorings were studied in detail by UV/Vis and fluorescence spectroscopy, femto-second laser-based spectroscopy, and cyclic voltammetry with the aid of DFT calculations. It is shown that hybridization of nanorings with 2,5-thienylene and 2,5-pyrrolylene is an effective means to tune their electronic properties.

Original languageEnglish
Pages (from-to)994-1000
Number of pages7
JournalAsian Journal of Organic Chemistry
Volume8
Issue number7
DOIs
Publication statusPublished - 2019 Jul

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Nanorings
Fluorescence spectroscopy
Ultraviolet spectroscopy
Electrochemical properties
Discrete Fourier transforms
Electronic properties
X ray diffraction analysis
Cyclic voltammetry
Nuclear magnetic resonance
Spectroscopy
Lasers

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Chen, Fengkun ; Kim, Jinseok ; Matsuo, Yusuke ; Hong, Yongseok ; Kim, Dongho ; Tanaka, Takayuki ; Osuka, Atsuhiro. / ortho-Phenylene-Bridged Hybrid Nanorings of 2,5-Pyrrolylenes and 2,5-Thienylenes. In: Asian Journal of Organic Chemistry. 2019 ; Vol. 8, No. 7. pp. 994-1000.
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ortho-Phenylene-Bridged Hybrid Nanorings of 2,5-Pyrrolylenes and 2,5-Thienylenes. / Chen, Fengkun; Kim, Jinseok; Matsuo, Yusuke; Hong, Yongseok; Kim, Dongho; Tanaka, Takayuki; Osuka, Atsuhiro.

In: Asian Journal of Organic Chemistry, Vol. 8, No. 7, 07.2019, p. 994-1000.

Research output: Contribution to journalArticle

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AU - Chen, Fengkun

AU - Kim, Jinseok

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AU - Hong, Yongseok

AU - Kim, Dongho

AU - Tanaka, Takayuki

AU - Osuka, Atsuhiro

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