ビス（トリフリル）メチル基をもつ強酸性炭素酸の合成と触媒としての応用

• 矢内 光

  東京薬科大学薬学部

• 田口 武夫

書誌事項

タイトル別名

• Synthesis and Catalysis of Strong Carbon Acids Containing Bis(triflyl)methyl Group

抄録

Bis(trifluoromethylsulfonyl)methyl (Tf₂CH; Tf=SO₂CF₃) group is an appealing acidic functionality for development of novel organocatalysts. It has been reported that some compounds bearing Tf₂CH functionality show notably strong acidity in both solution and gas phases, although the catalysis of such carbon acids has not been defined for a long time. On the other hand, we recently found that 1,1,3,3-tetrakis(trifluoromethylsulfonyl)propane (Tf₂CHCH₂CHTf₂) performs as an excellent catalyst for several carbon-carbon bond forming reactions using silicon enolates. Furthermore, as an effective strategy to prepare a novel type of carbon acid catalysts, we reported that Tf₂CHCH₂CHTf₂ can be successfully used as a suitable reagent for incorporating Tf₂CH functionality to neutral nucleophiles. On the basis of this strategy, multiple carbon acid catalysts were developed. Such carbon acids are effective but easy-to-handle acid catalysts.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 72 (2), 158-170, 2014

  公益社団法人 有機合成化学協会

キーワード

• carbon acid
• organocatalysis
• acid catalyst
• superacid
• Mukaiyama aldol reaction
• olefination reaction
• trifluoromethylsulfonyl group
• p<i>K</i>_a value
• gas phase acidity

詳細情報

• CRID: 1390001205339579136
• NII論文ID: 130003395382
• DOI: 10.5059/yukigoseikyokaishi.72.158
• ISSN: 18836526
• ISSN: 00379980
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可