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- 伊藤 繁和
- 東京工業大学大学院理工学研究科応用化学専攻
書誌事項
- タイトル別名
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- Synthesis and Properties of Highly Stable P-Heterocyclic Singlet Biradicals and Related Compounds
- コウアンテイセイ リンフクソカン イチジュウコウ ビラジカル オヨビ カンレン ブンシケイ ノ ゴウセイ ト セイシツ
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Whereas biradicals are generally observed only under cryogenic inert conditions, highly stabilized 1,3-diphosphacyclobutane-2,4-diyls, phosphorus congeners of cyclobutane-1,3-diyl, can be stored at room temperature and even in air. We succeeded in establishing a promising synthetic protocol for the extremely stable biradicals by utilizing a bulky phosphaalkyne Mes*C≡P(Mes*=2,4,6-tri-t-butylphenyl). The singlet ground state biradicals were characterized by spectroscopies including NMR, and the X-ray structural parameters indicated effects of the phosphorus atoms and sterically encumbered aryl substituents. Conversion into the cyclic phosphorane and thermal ring-expansion were facilitated by the presence of amino- and acyl substituents, respectively. Dual hydrogen loadings on the biradical skeleton were accomplished to afford cyclobutadiene-like P-heterocycles. Most of the air-stable P-heterocyclic biradicals showed high electron-donating properties, and catenation of two or three biradical units induced unique intramolecular through-space interactions between the biradical chromophores. Stable P-heterocyclic neutral monoradical was successfully obtained by utilizing the biradical synthetic procedures.
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 70 (7), 731-741, 2012
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390001205341140864
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- NII論文ID
- 10030835420
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BC38XhtFehsbzE
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 023881029
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
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