3-Methylidene-14,17,20,23,26,29-hexaoxapentacyclo[28.7.1.15,13.06,11.032,37]nonatriaconta-1(38),5(39),6,8,10,12,30,32,34,36-decaene-38,39-diol | 324000-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Methylidene-14,17,20,23,26,29-hexaoxapentacyclo[28.7.1.15,13.06,11.032,37]nonatriaconta-1(38),5(39),6,8,10,12,30,32,34,36-decaene-38,39-diol
• CAS: 324000-15-9
• 化学式: C₃₄H₃₈O₈
• 分子量: 574.671
• InChiKey: ATLXUVNOFLTNDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  42
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  丁二酰氯 、 3-Methylidene-14,17,20,23,26,29-hexaoxapentacyclo[28.7.1.15,13.06,11.032,37]nonatriaconta-1(38),5(39),6,8,10,12,30,32,34,36-decaene-38,39-diol 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以62%的产率得到44-Methylidene-10,13,16,19,22,25,36,41-octaoxahexacyclo[32.8.3.02,7.09,42.026,35.028,33]pentatetraconta-1(42),2,4,6,8,26,28,30,32,34-decaene-37,40-dione
  参考文献：
  名称：

  通过串联克莱森重排，二酯化和氨解合成轮烷的新方法

  摘要：

  A novel methodology to make rotaxanes via covalent bond formation has been developed. Rotaxanes composed of crownophanes having two phenolic hydroxy groups as a molecular rotor and an axle having diamide moieties were synthesized in moderate yields via three step processes: tandem Claisen rearrangement, intramolecular diesterification, and aminolysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01201-7
• 作为产物：
  描述：

  4-methylidene-2,6,17,20,23,26,29,32-octaoxapentacyclo[31.8.0.07,16.09,14.035,40]hentetraconta-1(41),7,9,11,13,15,33,35,37,39-decaene 以 萘烷 为溶剂， 反应 0.75h， 以45%的产率得到C₃₄H₃₈O₈
  参考文献：
  名称：

  Stepwise synthesis of crownophanes having either one or two hydroxy groups via Claisen rearrangement

  摘要：

  Bis(naphthyl)crownophanes having an isobutenyl group and different ring size were synthesized. By control of the reaction temperature and time, both the first-step product having one hydroxyl group and the second-step product having two hydroxy groups can be isolated in high yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01681-6

文献信息

• [3]Rotaxane synthesized via covalent bond formation can recognize cations forming a sandwich structure
  作者：Yoshinobu Nagawa、Jun-ichi Suga、Kazuhisa Hiratani、Emiko Koyama、Masatoshi Kanesato

  DOI：10.1039/b413715a

  日期：——

  A novel [3]rotaxane composed of two 25-membered crownophanes and one axle molecule having two anthryl end groups was successfully synthesized via covalent bond formation followed by aminolysis, and can incorporate caesium ion into the space between the two macrocycles as a 1 ∶ 1 sandwich-type complex, whereas it makes a 1 ∶ 2 complex with lithium ion.

  通过先形成共价键再进行氨基分解的方法，成功合成了由两个 25 元冠烷和一个具有两个蒽基末端基团的轴分子组成的新型 [3]rotaxane ，并能将铯离子以 1 ∶ 1 的三明治型络合物形式结合到两个大环之间的空隙中，而与锂离子形成 1 ∶ 2 的络合物。
• A new synthetic method for rotaxanes via tandem Claisen rearrangement, diesterification, and aminolysis
  作者：Kazuhisa Hiratani、Jun-ichi Suga、Yoshinobu Nagawa、Hirohiko Houjou、Hideo Tokuhisa、Munenori Numata、Kunihiro Watanabe

  DOI：10.1016/s0040-4039(02)01201-7

  日期：2002.8

  A novel methodology to make rotaxanes via covalent bond formation has been developed. Rotaxanes composed of crownophanes having two phenolic hydroxy groups as a molecular rotor and an axle having diamide moieties were synthesized in moderate yields via three step processes: tandem Claisen rearrangement, intramolecular diesterification, and aminolysis. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Stepwise synthesis of crownophanes having either one or two hydroxy groups via Claisen rearrangement
  作者：Yoshinobu Nagawa、Naoki Fukazawa、Jun-ichi Suga、Michael Horn、Hideo Tokuhisa、Kazuhisa Hiratani、Kunihiro Watanabe

  DOI：10.1016/s0040-4039(00)01681-6

  日期：2000.11

  Bis(naphthyl)crownophanes having an isobutenyl group and different ring size were synthesized. By control of the reaction temperature and time, both the first-step product having one hydroxyl group and the second-step product having two hydroxy groups can be isolated in high yields. (C) 2000 Elsevier Science Ltd. All rights reserved.