TY - JOUR
T1 - ortho-Phenylene-Bridged Hybrid Nanorings of 2,5-Pyrrolylenes and 2,5-Thienylenes
AU - Chen, Fengkun
AU - Kim, Jinseok
AU - Matsuo, Yusuke
AU - Hong, Yongseok
AU - Kim, Dongho
AU - Tanaka, Takayuki
AU - Osuka, Atsuhiro
N1 - Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2019/7
Y1 - 2019/7
N2 - 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.
AB - 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.
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U2 - 10.1002/ajoc.201900168
DO - 10.1002/ajoc.201900168
M3 - Article
AN - SCOPUS:85064598864
SN - 2193-5807
VL - 8
SP - 994
EP - 1000
JO - Asian Journal of Organic Chemistry
JF - Asian Journal of Organic Chemistry
IS - 7
ER -