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

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    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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    ASJC Scopus subject areas

    • Chemistry(all)

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