Thermally stable monosubstituted thiophene 1-oxide and 1-imides stabilized by a bulky rind group at their 3-position

Synthesis, structure, and inversion barriers on the sulfur atom

Takashi Otani, Mayu Miyoshi, Takanori Shibata, Tsukasa Matsuo, Daisuke Hashizume, Kohei Tamao

    Research output: Contribution to journalArticle

    2 Citations (Scopus)

    Abstract

    The synthesis and characterization of thermally stable monosubstituted thiophene 1-oxide and 1-imides stabilized by EMind (1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl) group on the 3-position are described. In addition to the molecular structures determined by X-ray crystallography, inversion barriers at the three-coordinated sulfur atoms have been determined by a coalescence method using diastereotopic C-3 and C-5 indacene carbon atoms as a 13CNMR probe.

    Original languageEnglish
    Pages (from-to)697-705
    Number of pages9
    JournalBulletin of the Chemical Society of Japan
    Volume90
    Issue number6
    DOIs
    Publication statusPublished - 2017

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    Imides
    Thiophenes
    Sulfur
    Oxides
    Atoms
    X ray crystallography
    Coalescence
    Molecular structure
    Carbon

    ASJC Scopus subject areas

    • Chemistry(all)

    Cite this

    Thermally stable monosubstituted thiophene 1-oxide and 1-imides stabilized by a bulky rind group at their 3-position : Synthesis, structure, and inversion barriers on the sulfur atom. / Otani, Takashi; Miyoshi, Mayu; Shibata, Takanori; Matsuo, Tsukasa; Hashizume, Daisuke; Tamao, Kohei.

    In: Bulletin of the Chemical Society of Japan, Vol. 90, No. 6, 2017, p. 697-705.

    Research output: Contribution to journalArticle

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    AU - Otani, Takashi

    AU - Miyoshi, Mayu

    AU - Shibata, Takanori

    AU - Matsuo, Tsukasa

    AU - Hashizume, Daisuke

    AU - Tamao, Kohei

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