Synthesis of Dibenzophosphole Oxides from Dibenzothiophene Dioxides and Phenylphosphine by Two Successive S<sub>N</sub>Ar Reactions

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  • Mitsuki Onoda
    Department of Chemistry Graduate School of Science Kyoto University Sakyo-ku Kyoto 606–8502 Japan
  • Yoshinari Koyanagi
    Department of Fundamental Sciences Graduate School of Science and Technology Niigata University Nishi-ku Niigata 950–2181 Japan
  • Hayate Saito
    Department of Chemistry Graduate School of Science Kyoto University Sakyo-ku Kyoto 606–8502 Japan
  • M. Bhanuchandra
    Department of Chemistry Graduate School of Science Kyoto University Sakyo-ku Kyoto 606–8502 Japan
  • Yoshihiro Matano
    Department of Chemistry Faculty of Science Niigata University Nishi-ku Niigata 950–2181 Japan
  • Hideki Yorimitsu
    Department of Chemistry Graduate School of Science Kyoto University Sakyo-ku Kyoto 606–8502 Japan

書誌事項

公開日
2017-01-19
資源種別
journal article
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ajoc.201600612
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>One‐pot treatment of dibenzothiophene dioxides with phenylphosphine and KOH in DMSO at ambient temperature provides the corresponding dibenzophosphole oxides after oxidative workup. Substitution of the endocyclic SO<jats:sub>2</jats:sub> unit with PPh could proceed via an intermolecular S<jats:sub>N</jats:sub>Ar reaction of the dioxides with potassium phenylphosphide followed by another S<jats:sub>N</jats:sub>Ar reaction in an intramolecular fashion. Various dibenzophospholes have been synthesized from readily available dibenzothiophene dioxides and were investigated from a photophysical viewpoint.</jats:p>

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