書誌事項
- タイトル別名
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- New Synthetic Methods by Using the Electrophilic Nature of Magnesium Carbenoids: Recent Progress and Elucidation of the Essence of the Reactivity by DFT Calculation
- マグネシウムカルベノイド ノ キュウデンシテキ セイシツ オ カツヨウ スル ユウキ ゴウセイ : サイキン ノ テンカイ ト DFT ケイサン ニ ヨル ハンノウ ノ ホンシツ ノ カイメイ
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This account deals with recent advances in the chemistry of magnesium carbenoids, especially new synthetic application, by using the electrophilic nature of magnesium carbenoids mainly reported from 2009 to present from our laboratory. Magnesium carbenoids, magnesium alkylidene carbenoids, cyclopropylmagnesium carbenoids, and cyclobutylmagnesium carbenoids were generated from aryl 1-chloroalkyl sulfoxides, aryl 1-chlorovinyl sulfoxides, 1-chlorocyclopropyl p-tolyl sulfoxides, and 1-chlorocyclobutyl p-tolyl sulfoxides, respectively, with a Grignard reagent at low temperature. The generated magnesium carbenoids were found to be stable at around −78 °C or higher at least 30 min. The reactions of the generated magnesium carbenoids with carbon- and heteroatom-nucleophiles resulted in the formation of many interesting products. These results offer new synthetic methods that are unprecedented and also lacking common sense. The essence of the reactivity and the structure of the magnesium carbenoids were investigated by DFT calculations.
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 71 (10), 1033-1044, 2013
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
- 1390001205340197504
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- NII論文ID
- 10031203355
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BC3sXhs1Oiu7vJ
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 024935691
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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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- 使用不可