2-[2-[2-[4,7-Bis(bromomethyl)-1,3-dioxoisoindol-2-yl]acetyl]oxyethoxy]ethyl 2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.3.1.015,20.019,24]dotetraconta-1(42),15,17,19,21,23,38,40-octaene-40-carboxylate | 857732-26-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[2-[2-[4,7-Bis(bromomethyl)-1,3-dioxoisoindol-2-yl]acetyl]oxyethoxy]ethyl 2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.3.1.015,20.019,24]dotetraconta-1(42),15,17,19,21,23,38,40-octaene-40-carboxylate
• 英文别名: 2-[2-[2-[4,7-bis(bromomethyl)-1,3-dioxoisoindol-2-yl]acetyl]oxyethoxy]ethyl 2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.3.1.015,20.019,24]dotetraconta-1(42),15,17,19,21,23,38,40-octaene-40-carboxylate
• CAS: 857732-26-4
• 化学式: C₄₉H₅₇Br₂NO₁₇
• 分子量: 1091.8
• InChiKey: QFIVWYRTFPLORB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  69
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  192
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  2-[2-[2-[4,7-Bis(bromomethyl)-1,3-dioxoisoindol-2-yl]acetyl]oxyethoxy]ethyl 2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.3.1.015,20.019,24]dotetraconta-1(42),15,17,19,21,23,38,40-octaene-40-carboxylate 、 1,1-[1,4-phenylenebis(methylene)]bis-4,4'-pyridylpiridinium bis(hexafluorophosphate) 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以49%的产率得到
  参考文献：
  名称：

  Dynamic Chirality in Donor−Acceptor Pretzelanes

  摘要：

  A series of donor-acceptor pretzelanes has been synthesized, using self-assembly and template-directed protocols, and the dynamic processes that these pretzelanes undergo have been investigated in solution. These compounds exist as libraries of diastereoisomers as a result of their multiple stereoelements, which are dynamically interconverted by several different, in some cases competing, processes. Altering the structure of the pretzelanes changes the rates and mechanisms by which these diastereoisomers equilibrate. Additionally, inserting an element of fixed chirality allows the equilibrium to be biased, while maintaining the barrier to the equilibration processes. These results bode well for the future construction of molecular devices based on switchable diastereoisomerism involving metastable states.

  DOI：

  10.1021/jo051430g
• 作为产物：
  描述：

  1(1,5)-naphthalena 15(1,3)-(5-carboxybenzena)-2,5,8,11,14,16,19,22,25,28-decaoxacyclo-octacosaphane 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-[2-[2-[4,7-Bis(bromomethyl)-1,3-dioxoisoindol-2-yl]acetyl]oxyethoxy]ethyl 2,5,8,11,14,25,28,31,34,37-decaoxatetracyclo[36.3.1.015,20.019,24]dotetraconta-1(42),15,17,19,21,23,38,40-octaene-40-carboxylate
  参考文献：
  名称：

  Dynamic Chirality in Donor−Acceptor Pretzelanes

  摘要：

  A series of donor-acceptor pretzelanes has been synthesized, using self-assembly and template-directed protocols, and the dynamic processes that these pretzelanes undergo have been investigated in solution. These compounds exist as libraries of diastereoisomers as a result of their multiple stereoelements, which are dynamically interconverted by several different, in some cases competing, processes. Altering the structure of the pretzelanes changes the rates and mechanisms by which these diastereoisomers equilibrate. Additionally, inserting an element of fixed chirality allows the equilibrium to be biased, while maintaining the barrier to the equilibration processes. These results bode well for the future construction of molecular devices based on switchable diastereoisomerism involving metastable states.

  DOI：

  10.1021/jo051430g

文献信息

• Donor-Acceptor Pretzelanes and a Cyclic Bis[2]catenane Homologue
  作者：Yi Liu、Paul A. Bonvallet、Scott A. Vignon、Saeed I. Khan、J. Fraser Stoddart

  DOI：10.1002/anie.200500041

  日期：2005.5.13
• Dynamic Chirality in Donor−Acceptor Pretzelanes
  作者：Y. Liu、S. A. Vignon、X. Zhang、P. A. Bonvallet、S. I. Khan、K. N. Houk、J. F. Stoddart

  DOI：10.1021/jo051430g

  日期：2005.11.1

  A series of donor-acceptor pretzelanes has been synthesized, using self-assembly and template-directed protocols, and the dynamic processes that these pretzelanes undergo have been investigated in solution. These compounds exist as libraries of diastereoisomers as a result of their multiple stereoelements, which are dynamically interconverted by several different, in some cases competing, processes. Altering the structure of the pretzelanes changes the rates and mechanisms by which these diastereoisomers equilibrate. Additionally, inserting an element of fixed chirality allows the equilibrium to be biased, while maintaining the barrier to the equilibration processes. These results bode well for the future construction of molecular devices based on switchable diastereoisomerism involving metastable states.