Synthesis of distillable mesoionic liquids

• Project/Area Number: 20750075
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Synthetic chemistry
• Research Institution: Nagoya Institute of Technology
• Principal Investigator: HIRASHITA Tsunehisa Nagoya Institute of Technology, 工学研究科, 助教 (50345948)
• Project Period (FY): 2008 – 2009
• Project Status: Completed (Fiscal Year 2009)
• Budget Amount: ¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000); Fiscal Year 2009: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2008: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
• Keywords: 合成化学 / 有機工業化学 / 触媒-化学プロセス / 環境対応 / 環境材料 / メソイオン / イオン液体 / 極性 / 粘度 / ソルバトクロミズム

Research Abstract

A series of 1,3-dialkyltetrazolium-5-olates was prepared from alkyl isothiocyanates and sodium azide, followed by alkylation with dialkyl sulfates. Some of them are liquid with low viscosity at room temperature and can be purified by distillation. 1-Butyl-3-methyltetrazolium-5-olate was converted to the corresponding thiolate and amides, some of which were also found to exist as liquid. The mesoionic liquid serves as a polar solvent for the Mizoroki-Heck reaction and the Miyaura-Suzuki coupling and can be easily recovered and recycled.

Research Products

• [Presentation] メソイオン系新規縮合剤の開発 (2010)
  • Author(s): 鏡味克之, 平下恒久, 荒木修喜
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学, 東大阪市
  • Year and Date: 2010-03-26
• [Presentation] メソイオン系新規縮合剤の開発 (2010)
  • Author(s): 鏡味克之・平下恒久・荒木修喜
  • Organizer: 日本化学会第90春季年会
  • Place of Presentation: 近畿大学,東大阪市
  • Year and Date: 2010-03-26
• [Presentation] Mesoionic Liquids as a Novel Polar Solvent (2009)
  • Author(s): Tsunehisa Hirashita, Katsuyuki Kagami, Yoshihito Takami, Yuki Kakumu, Shuki Araki
  • Organizer: Eleventh International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-11)
  • Place of Presentation: リーガロイヤルホテル京都, 京都市
  • Year and Date: 2009-11-12
• [Presentation] Mesoionic Liquids as a Novel Polar Solvent (2009)
  • Author(s): Tsunehisa Hirashita, Katsuyuki Kagami, Yoshihito Takami, Yuki Kakumu, Shuki Araki
  • Organizer: Eleventh International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-11)
  • Place of Presentation: リーガロイヤルホテル京都,京都市
  • Year and Date: 2009-11-12
• [Presentation] 液体メソイオン化合物の合成と機能 (2008)
  • Author(s): 高見佳史・廣瀬智史・各務有紀・平下恒久・荒木修喜
  • Organizer: 第38回複素環化学討論会
  • Place of Presentation: 県民文化センターふくやま, 福山市
  • Year and Date: 2008-11-22
• [Remarks]
  • URL: http://www.ach.nitech.ac.jp/~organic/araki/arakiken.html