Synthesis and properties of fully conjugated macrocycles composed of m-diethynylene-phenylene-bridged two dibenzofuran, dibenzothiophene and carbazole units

Toshiaki Shimasaki, Shunsuke Okajima, Rino Ishikawa, Shinji Kawaguchi, Takeshi Akimoto, Naoto Asano, Tetsuo Iwanaga, Motonori Watanabe, Naozumi Teramoto, Mitsuhiro Shibata

研究成果: ジャーナルへの寄稿記事

2 引用 (Scopus)

抜粋

Fully conjugated macrocycles 1a−1c composed of m-diethynylene-phenylene-bridged two dibenzofuran, dibenzothiophene and carbazole units were synthesized via Sonogashira cross coupling reactions under high-diluted condition. These conjugated macrocycles were fully characterized by 1H NMR, 13C NMR, FT-IR, Mass spectroscopies and elemental analysis. Photophysical and redox properties of 1a−1c were investigated by means of UV–vis/fluorescence spectroscopies and cyclic voltammetry, respectively, and those features were compared with those of the corresponding linear phenylethynyldibenzoheterols 11a−11c. Furthermore, their structural and electronic insights were studied by theoretical calculations at the B3LYP/cc-pVDZ//B3LYP/6-31G(d) level of theory.

元の言語英語
ページ(範囲)2454-2465
ページ数12
ジャーナルTetrahedron
74
発行部数20
DOI
出版物ステータス出版済み - 5 17 2018

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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    Shimasaki, T., Okajima, S., Ishikawa, R., Kawaguchi, S., Akimoto, T., Asano, N., Iwanaga, T., Watanabe, M., Teramoto, N., & Shibata, M. (2018). Synthesis and properties of fully conjugated macrocycles composed of m-diethynylene-phenylene-bridged two dibenzofuran, dibenzothiophene and carbazole units. Tetrahedron, 74(20), 2454-2465. https://doi.org/10.1016/j.tet.2018.03.072