Construction of supramolecular chiral host systems and their application to enantioseparation

• Project/Area Number: 22750119
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Single-year Grants
• Research Field: Functional materials chemistry
• Research Institution: Saitama University
• Principal Investigator: KODAMA Koichi 埼玉大学, 大学院・理工学研究科, 助教 (90509712)
• Project Period (FY): 2010 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000); Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000); Fiscal Year 2010: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
• Keywords: 液晶・結晶 / 光学分割 / 包接結晶 / 超分子化学 / 不斉認識 / 結晶工学 / アミノ酸 / 酒石酸

Research Abstract

Supramolecular chiral host systems for efficient enantioseparation of aromatic and aliphatic alcohols have been developed. The combination of achiral diamines and chiral dicarboxylic acids derived from tartaric acid or natural amino acid served as supramolecular hosts. The chiral recognition ability was controlled by modification of the components. The recognition mechanism was clarified on the basis of X-ray crystallographic analysis of the inclusion crystals.

Research Products

• [Journal Article] Enantioseparation of 1-arylethanols via a supramolecular chiral host consisting of N-(2-naphthoyl)-L-aspartic acid and an achiral diamine (2012)
  • Author(s): 小玉康一, 菅野綾香, 関根恵理子, 廣瀬卓司
  • Journal Title: Organic and Biomolecular Chemistry Volume: Vol.10 Pages: 1877-1882
  • Peer Reviewed
• [Journal Article] Enantioseparation of 1-arylethanols via a supramolecular chiral host consisting of N-(2-naphthoyl)-L-aspartic acid and an achiral diamine (2012)
  • Author(s): 小玉康一
  • Journal Title: Organic and Biomolecular Chemistry Volume: 10 Issue: 9 Pages: 1877-1882
  • DOI: 10.1039/c2ob06475h
  • Peer Reviewed
• [Journal Article] Construction of hydrogen-bonded ternary organic crystals derived from L-tartaric acid and their application to enantioseparation of secondary alcohols (2011)
  • Author(s): 小玉康一, 関根恵理子, 廣瀬卓司
  • Journal Title: Chemistry. A European Journal Volume: Vol.17 Pages: 11527-11534
  • Peer Reviewed
• [Journal Article] Solvent-induced chirality control in the enantioseparation of 1-phenylethylamine via diastereomeric salt formation (2011)
  • Author(s): 小玉康一, 木村友理亜, 設楽浩明, 安武幹雄, 櫻井ルミ子, 廣瀬卓司
  • Journal Title: Chirality Volume: Vol.23 Pages: 326-332
  • Peer Reviewed
• [Journal Article] Construction of hydrogen-bonded ternary organic crystals derived from L-tartaric acid and their application to enantioseparation of secondary alcohols (2011)
  • Author(s): 小玉康一
  • Journal Title: Chemistry-A European Journal Volume: 17 Issue: 41 Pages: 11527-11534
  • DOI: 10.1002/chem.201101839
  • Peer Reviewed
• [Journal Article] 溶媒による立体制御を利用したジアステレオマー塩法による光学分割法の開発 (2010)
  • Author(s): 小玉康一, 木村友理亜, 安武幹雄, 廣瀬卓司
  • Journal Title: 埼玉大学科学分析支援センター紀要(CACS FORUM) Volume: Vol.1 Pages: 29-32
  • NAID: 40017656581
• [Journal Article] 溶媒による立体制御を利用したジアステレオマー塩法による光学分割法の開発 (2010)
  • Author(s): 小玉康一
  • Journal Title: 埼玉大学科学分析支援センター紀要(CACS FORUM) Volume: 1巻 Pages: 29-32
  • NAID: 40017656581
• [Presentation] カルボン酸とアミンからなる超分子キラルホストの探索と脂肪族アルコールの光学分割への応用 (2012)
  • Author(s): 森田雄耶, 小玉康一, 廣瀬卓司
  • Organizer: 高分子学会第23回埼玉地区懇話会
  • Place of Presentation: 東洋大学川越キャンパス(埼玉)
  • Year and Date: 2012-02-23
• [Presentation] カルボン酸とアミンからなる超分子キラルホストの探索と脂肪族アルコールの光学分割への応用 (2012)
  • Author(s): 森田雄耶
  • Organizer: 高分子学会第23回埼玉地区懇話会
  • Place of Presentation: 東洋大学川越キャンパス
  • Year and Date: 2012-02-23
• [Presentation] Development of multi-component chiral inclusion crystals derived from natural chiral compounds and their application to enantioseparation of racemates (2010)
  • Author(s): 小玉康一, 菅野綾香, 関根恵理子, 廣瀬卓司
  • Organizer: PACIFICHEM 2010
  • Place of Presentation: ハワイコンベンションセンター(アメリカ)
  • Year and Date: 2010-12-17
• [Presentation] 天然アミノ酸を利用した超分子キラルホストの開発と不斉識別への応用 (2010)
  • Author(s): 菅野綾香, 小玉康一, 廣瀬卓司
  • Organizer: 日本化学会第4回関東支部大会
  • Place of Presentation: 筑波大学筑波キャンパス(茨城)
  • Year and Date: 2010-08-30
• [Presentation] Enantioselective inclusion of chiral alcohols with binary chiral host systems (2010)
  • Author(s): 小玉康一, 菅野綾香, 関根恵理子, 廣瀬卓司
  • Organizer: 22nd International Symposium on Chirality
  • Place of Presentation: 札幌コンベンションセンター(北海道)
  • Year and Date: 2010-07-14
• [Remarks]
  • URL: http://www.apc.saitama-u.ac.jp/ykogyo
• [Remarks]
  • URL: http://www.apc.saitama-u.ac.jp/ykogyo
• [Remarks]
  • URL: http://www.apc.saitama-u.ac.jp/ykogyo