2,5,8,11,18,21,24,27-Octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14-carboxylic acid (4-methyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-ylmethyl)-amide | 881639-58-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5,8,11,18,21,24,27-Octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14-carboxylic acid (4-methyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-ylmethyl)-amide
• 英文别名: N-[(4-methyl-1,1-dioxo-2,5-dihydrothiophen-3-yl)methyl]-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxamide
• CAS: 881639-58-3
• 化学式: C₃₁H₄₁NO₁₁S
• 分子量: 635.733
• InChiKey: GJBFUIJVZNGHON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  44
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  146
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2,5,8,11,18,21,24,27-Octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14-carboxylic acid (4-methyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-ylmethyl)-amide 、 足球烯 以 邻二氯苯 为溶剂， 反应 2.0h， 以65%的产率得到
  参考文献：
  名称：

  [60]富勒烯官能化轮烷的合成

  摘要：

  描述了通过Diels–Alder与C 60反应合成[60]富勒烯（C 60）-官能化轮烷的方法。Diels-C 60和环戊烷轮子上附着的被掩蔽的二烯所形成的亚砜部分的Diels-Alder反应导致C 60的掺入量很高。轮烷是通过锡催化氨基甲酸酯与端轮烷的异氰酸酯的端基封端反应而制备的，轮烷具有Diels-Alder反应引入的带有C 60官能度的轮子。Diels–Alder反应是通过C 60和假轮烷中带有端基的伪轮烷的端基反应（作为掩蔽的二烯）完成的。各种C 60这些Diels-Alder规程以中等到良好的收率制备了含[2]轮烷的化合物。

  DOI：

  10.1016/j.tet.2005.09.149
• 作为产物：
  描述：

  ethyl 6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo[b,n][1,4,7,10,13,16,19,22]octaoxacyclotetracosine-2-carboxylate 在 氢氧化钾 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成 2,5,8,11,18,21,24,27-Octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene-14-carboxylic acid (4-methyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-ylmethyl)-amide
  参考文献：
  名称：

  [60]富勒烯官能化轮烷的合成

  摘要：

  描述了通过Diels–Alder与C 60反应合成[60]富勒烯（C 60）-官能化轮烷的方法。Diels-C 60和环戊烷轮子上附着的被掩蔽的二烯所形成的亚砜部分的Diels-Alder反应导致C 60的掺入量很高。轮烷是通过锡催化氨基甲酸酯与端轮烷的异氰酸酯的端基封端反应而制备的，轮烷具有Diels-Alder反应引入的带有C 60官能度的轮子。Diels–Alder反应是通过C 60和假轮烷中带有端基的伪轮烷的端基反应（作为掩蔽的二烯）完成的。各种C 60这些Diels-Alder规程以中等到良好的收率制备了含[2]轮烷的化合物。

  DOI：

  10.1016/j.tet.2005.09.149

文献信息

• Prolongation of the Lifetime of the Charge-Separated State at Low Temperatures in a Photoinduced Electron-Transfer System of [60]Fullerene and Ferrocene Moieties Tethered by Rotaxane Structures
  作者：G. Abraham Rajkumar、Atula S. D. Sandanayaka、Kei-ichiro Ikeshita、Yasuyuki Araki、Yoshio Furusho、Toshikazu Takata、Osamu Ito

  DOI：10.1021/jp056699i

  日期：2006.4.1

  A rotaxane tethering both fullerene (C-60) and ferrocene (Fc) moieties (abbreviated as (C-60;Fc)(rotax+)) was synthesized in a good yield by the urethane end-capping of pseudorotaxane based on the crown ether-secondary amine motif. In (C-60;Fc)(rotax+), the C-60 group serving as an electron acceptor is attached to the crown ether wheel, through which the axle with a Fc group acting as an electron donor on its end penetrates. The intrarotaxane photoinduced energy-transfer and electron-transfer processes between C-60 and Fc in (C-60;Fc)(rotax+) have been investigated by time-resolved transient absorption and fluorescence measurements with changing solvent polarity. Nanosecond transient absorption measurements of the rotaxane demonstrated that the charge-separated state (C60(center dot-);Fc(center dot+))(rotax+) is formed mainly via the excited triplet state of C-60 in polar solvents. The lifetime of (C60(center dot-);Fc(center dot+))(rotax+) was evaluated to be 20 ns in dimethylfortnamide (DMF) at room temperature. With lowing temperature, the lifetime of (C-60(center dot-);Fc(center dot+))(rotax+) extends to 270 ns in DMF at -65 degrees C, due to the structural changes leaving C-60(center dot-) and Fc(center dot+) at a relatively long distance in the low-temperature region.
• Synthesis of [60]fullerene-functionalized rotaxanes
  作者：Hisahiro Sasabe、Kei-ichiro Ikeshita、G. Abraham Rajkumar、Nobuhiro Watanabe、Nobuhiro Kihara、Yoshio Furusho、Kazuhiko Mizuno、Akiya Ogawa、Toshikazu Takata

  DOI：10.1016/j.tet.2005.09.149

  日期：2006.2

  Synthesis of [60]fullerene (C60)-functionalized rotaxanes via Diels–Alder reactions with C60 is described. Diels–Alder reaction of C60 and sulfolene moiety as masked diene attached on the wheels of rotaxanes results in high yields of C60 incorporation. Rotaxanes are prepared by tin-catalyzed urethane-forming end-capping reaction with isocyanate of pseudorotaxane having the wheel carrying C60 functionality

  描述了通过Diels–Alder与C 60反应合成[60]富勒烯（C 60）-官能化轮烷的方法。Diels-C 60和环戊烷轮子上附着的被掩蔽的二烯所形成的亚砜部分的Diels-Alder反应导致C 60的掺入量很高。轮烷是通过锡催化氨基甲酸酯与端轮烷的异氰酸酯的端基封端反应而制备的，轮烷具有Diels-Alder反应引入的带有C 60官能度的轮子。Diels–Alder反应是通过C 60和假轮烷中带有端基的伪轮烷的端基反应（作为掩蔽的二烯）完成的。各种C 60这些Diels-Alder规程以中等到良好的收率制备了含[2]轮烷的化合物。