含硫黄，セレン，テルル複素５員環分子群を用いた可逆単電子酸化還元システムの構築

• 小川 智

  岩手大学工学部応用化学科

書誌事項

タイトル別名

• Design of Reversible One-electron Redox Systems Using Five-membered Heterocycles Containing Sulfur, Selenium, and Tellurium
• ガン イオウ セレン テルルフクソ 5インカン ブンシグン オ モチイタ カギャクタンデンシ サンカ カンゲン システム ノ コウチク

抄録

Stable 4, 7-disubstituted benzotrichalcogenoles containing sulfur, selenium, and tellurium atoms in the five-membered ring were systematically and selectively prepared in good yields by reaction, of the corresponding benzodichalcogenastannoles or benzodichalcogenatitanoles, synthetic equivalents of benzenedichalcogenols, with an S₁ or Se₁ source. Characterization of these new trichalcogenole frameworks was performed by multi-nuclear ¹¹⁹Sn, ⁷⁷Se, ¹²⁵Te NMR studies and X-ray crystallographic analyses. The cyclic voltammograms of the trichalcogenoles showed well-defined reversible electrochemical redox couples with low oxidation potential. Novel radical ions were isolated in quantitative yields in the one-electron oxidation of the trichalcogenoles with 1 equiv. of NOPF₆ as a one-electron oxidant. The structures of the radical cation salts were analyzed by ³¹P NMR and ESR spectroscopies, and elemental analyses. The salts underwent one-electron reduction on treatment with 1 equiv. of samarium (II) iodide to give the neutral starting trichalcogenoles quantitatively.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 62 (2), 140-149, 2004

  公益社団法人 有機合成化学協会

キーワード

• sulfur heterocycles
• selenium heterocycles
• tellurium heterocycles
• X-ray crystal structures
• voltammetry
• electron transfer
• redox reactions

詳細情報

• CRID: 1390001205312603648
• NII論文ID: 10012049128
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.62.140
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 6848834
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I6848834
• 本文言語コード: ja
• データソース種別:
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  • NDL
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  • KAKEN
• 抄録ライセンスフラグ: 使用不可