DEVELOPMENT OF NEW FUNCTIONALIZED HOST MOLECULES VIA HIGH PRESSURE REACTION

通过高压反应开发新的功能化主体分子

• 批准号: 04804037
• 负责人: TSUKUBE Hiroshi
• 金额: $ 1.22万
• 依托单位: OKAYAMA UNIVERSITY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1992
• 资助国家: 日本
• 起止时间: 1992 至 1993
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-04804037/
• 关键词: HIGH PRESSURE; HOST-GUEST CHEMISTRY; CROWN ETHER; LIQUID MEMBRANE TRANSPORT; サイクラム; イオン認識; 液体膜; 液-液抽出

High-pressure S_NAr reaction was first applied to the synthesis of a new family of macrocyclic host molecules, which incorporated various heteroaromatics as potential cation binding sites in a unique fashion. In CH_2Cl_2 liquid membrane transport experiments, several macrocycles having thiazole, oxazole, pyrazine and pyridazine rings exhibited a perfect Ag^+ ion selectivity. Cation extraction and ^<13>C NMR titration experiments revealed that attachment of unique heterocycle to the parent macro-ring, if in the proper position, significantly offered excellent Ag^+ ion specificity. Since binding and transport selectivities of these macrocycles were apparently higher than those with conventional crown ethers, the present study provided a useful method for synthesis of a new, specific host molecule.

首次应用高压S反应合成了一类新的大环主体分子，它们以独特的方式结合了多种杂芳烃作为潜在的阳离子结合部位。在CH2Cl2液膜传输实验中，几个含有噻唑、恶唑、吡嗪和哒嗪环的大环对银离子有很好的选择性。阳离子萃取和~(13)C核磁共振滴定实验表明，如果在适当的位置，独特的杂环连接到母体大环上，显著地提供了良好的Ag~+离子专一性。由于这些大环的结合和运输选择性明显高于传统冠醚的结合和运输选择性，本研究为合成新的、特异的宿主分子提供了一种有用的方法。

项目成果

築部 浩: "アームド・クラウンエーテルの合成と機能化" 有機合成化学協会誌. 51. 851-858 (1993)

Hiroshi Tsukibe：“武装冠醚的合成和功能化”合成有机化学学会杂志 51. 851-858 (1993)。

Mitsuo Toda et al.: "Synthesis and Metal Ion Specific Bindings of New Functionalized Aza-Crown Ethers" Supramolecular Chemistry. 2. 289-293 (1993)

Mitsuo Toda 等人：“新型官能化氮杂冠醚的合成和金属离子特异性结合”超分子化学。

戸田 三津夫: "Synthesis and Metal Ion-Specific Bindings of New Functionalized Aza-Crown Ethers" Supramolecular Chemistry. 2. 289-293 (1993)

Mitsuo Toda：“新型官能化氮杂冠醚的合成和金属离子特异性结合”超分子化学 2. 289-293 (1993)

Kiyoshi Matsumoto et al.: "Synthesis of Armed 1,4,8,12-Tetraazacyclopentadecanes That are Directly Connected to Aromatic Heterocycles" Chemistry Express. 8. 499-502 (1993)

Kiyoshi Matsumoto 等人：“直接连接芳香杂环的武装 1,4,8,12-四氮杂环十五烷的合成”Chemistry Express。

M.Toda,H.Tsukube,K.Hirotsu, H.Minetogcwe,M,Munakata,I, Miyahara,T.Higuchi,K.Matsumoto: "Synthesis and Metal Ion-Speaifin Bindings of New Functioalized Aza-Crown Ethers" Supramolecular Chem.2. (1993)

M.Toda，H.Tsukube，K.Hirotsu，H.Minetogcwe，M，Munakata，I，Miyahara，T.Higuchi，K.Matsumoto：“新型功能化氮杂冠醚的合成和金属离子-Speaifin结合”超分子化学