Synthesis, properties, and crystal structure of DDQ-adducts of ethynylated 2H-cyclohepta[b]furan-2-ones

Taku Shoji, Mitsuhisa Maruyama, Erika Shimomura, Akifumi Maruyama, Shunji Ito, Masafumi Yasunami, Junya Higashi, Kozo Toyota, Noboru Morita

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Ethynylated 2H-cyclohepta[b]furan-2-ones reacted with 2,3-dichrolo-5,6- dicyano-1,4-benzoquinone (DDQ) in a formal [2+2] cycloaddition reaction to afford the corresponding DDQ-adducts in good yields. The electronic properties of the DDQ-adducts were investigated by UV/Vis spectroscopy. One of the DDQ-adducts was revealed the molecular structure by X-ray crystallographic analysis. The redox behavior of the new compounds was examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV).

Original languageEnglish
Pages (from-to)319-329
Number of pages11
JournalHeterocycles
Volume88
Issue number1
DOIs
Publication statusPublished - 2014

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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    Shoji, T., Maruyama, M., Shimomura, E., Maruyama, A., Ito, S., Yasunami, M., Higashi, J., Toyota, K., & Morita, N. (2014). Synthesis, properties, and crystal structure of DDQ-adducts of ethynylated 2H-cyclohepta[b]furan-2-ones. Heterocycles, 88(1), 319-329. https://doi.org/10.3987/COM-13-S(S)24