Diacetoamide-para-[3]rotaxane monomer | 1264626-35-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Diacetoamide-para-[3]rotaxane monomer
• 英文别名: N-[4-[2-[4-[2-[4-[2-[4-[2-[4-acetamido-2-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,32R,33S,34R,35S,36R,37S,38R,39S,40R,41S,42R)-31,32,33,34,35,36,37,38,39,40,41,42-dodecamethoxy-10,15,20,25,30-pentakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontan-5-yl]methoxy]phenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-3-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,32R,33S,34R,35S,36R,37S,38R,39S,40R,41S,42R)-31,32,33,34,35,36,37,38,39,40,41,42-dodecamethoxy-10,15,20,25,30-pentakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontan-5-yl]methoxy]phenyl]acetamide
• CAS: 1264626-35-8
• 化学式: C₁₄₈H₂₁₂N₂O₆₂
• 分子量: 3011.29
• InChiKey: SEGDKDNQQKWCFD-AXORAGHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  212
• 可旋转键数：
  60
• 环数：
  49.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  612
• 氢给体数：
  2
• 氢受体数：
  62

反应信息

• 作为产物：
  描述：

  1,4-二碘苯 、 在 copper(l) iodide 、 palladium diacetate 、 sodium carbonate 、 三乙胺 作用下， 以 甲醇 、 水 为溶剂， 反应 49.0h， 以82%的产率得到Diacetoamide-para-[3]rotaxane monomer
  参考文献：
  名称：

  Synthesis of Linked Symmetric [3]Rotaxane Having an Oligomeric Phenylene–Ethynylene Unit as a π Guest via Double Sonogashira Cross-coupling

  摘要：

  通过分子内自包合合成了由低聚亚苯基-亚乙炔（OPE）单元作为π共轭客体和两分子有机可溶性全甲基化α-环糊精（PM α-CD）作为大环主体组成的连接对称[3]轮烷。携带 PM α-CD 的 OPE 客体部分，然后在 Sonogashira 偶联条件下与 1,4-二碘苯进行双交叉偶联反应。通过MALDI-TOF质谱和二维NMR光谱确定由此形成的轮烷的结构。

  DOI：

  10.1246/cl.2010.518

文献信息

• Synthesis of Linked Symmetric [3]Rotaxane Having an Oligomeric Phenylene–Ethynylene Unit as a π Guest via Double Sonogashira Cross-coupling
  作者：Jun Terao、Akihisa Wadahama、Tetsuaki Fujihara、Yasushi Tsuji

  DOI：10.1246/cl.2010.518

  日期：2010.5.5

  Linked symmetric [3]rotaxanes consisting of an oligomeric phenylene–ethynylene (OPE) unit as a π-conjugated guest and two molecules of organic soluble permethylated α-cyclodextrins (PM α-CDs) as macrocyclic hosts have been synthesized by intramolecular self-inclusion of an OPE guest moiety carrying PM α-CDs followed by double cross-coupling reaction with 1,4-diiodobenzene under the Sonogashira coupling conditions. The structure of thus formed rotaxane was determined by MALDI-TOF mass spectrum and two-dimensional NMR spectroscopy.

  通过分子内自包合合成了由低聚亚苯基-亚乙炔（OPE）单元作为π共轭客体和两分子有机可溶性全甲基化α-环糊精（PM α-CD）作为大环主体组成的连接对称[3]轮烷。携带 PM α-CD 的 OPE 客体部分，然后在 Sonogashira 偶联条件下与 1,4-二碘苯进行双交叉偶联反应。通过MALDI-TOF质谱和二维NMR光谱确定由此形成的轮烷的结构。