18,27-Dioxa-12,33-dithiaheptacyclo[33.2.2.27,10.214,17.228,31.12,6.020,25]hexatetraconta-1(37),2(46),3,5,7(45),8,10(44),14(43),15,17(42),20,22,24,28,30,35,38,40-octadecaene-46-carboxylic acid | 170652-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 18,27-Dioxa-12,33-dithiaheptacyclo[33.2.2.27,10.214,17.228,31.12,6.020,25]hexatetraconta-1(37),2(46),3,5,7(45),8,10(44),14(43),15,17(42),20,22,24,28,30,35,38,40-octadecaene-46-carboxylic acid
• CAS: 170652-02-5
• 化学式: C₄₃H₃₆O₄S₂
• 分子量: 680.888
• InChiKey: KIHSFVCMTULOSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  49
• 可旋转键数：
  1
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  18,27-Dioxa-12,33-dithiaheptacyclo[33.2.2.27,10.214,17.228,31.12,6.020,25]hexatetraconta-1(37),2(46),3,5,7(45),8,10(44),14(43),15,17(42),20,22,24,28,30,35,38,40-octadecaene-46-carboxylic acid 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 18,27-Dioxa-12,33-dithiaheptacyclo[33.2.2.27,10.214,17.228,31.12,6.020,25]hexatetraconta-1(37),2(46),3,5,7(45),8,10(44),14(43),15,17(42),20,22,24,28,30,35,38,40-octadecaene-46-carbonyl chloride
  参考文献：
  名称：

  Synthesis and Molecular Transformations of Functionalised Cyclophanes with Large Cavity

  摘要：

  Cyclophanes of the type 1 & 3 are obtained by the coupling of suitable dithiol with corresponding dibromide under high dilution technique in the presence of KOH in benzene or toluene-ethanol. Few molecular transformations have been effected on the cyclophanes 1 and 2.

  DOI：

  10.1080/00397919508011438
• 作为产物：
  描述：

  Methyl 4-[[2-[(4-methoxycarbonylphenoxy)methyl]phenyl]methoxy]benzoate 在 吡啶 、 氢氧化钾 、 lithium aluminium tetrahydride 、 氯化亚砜 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 42.0h， 生成 18,27-Dioxa-12,33-dithiaheptacyclo[33.2.2.27,10.214,17.228,31.12,6.020,25]hexatetraconta-1(37),2(46),3,5,7(45),8,10(44),14(43),15,17(42),20,22,24,28,30,35,38,40-octadecaene-46-carboxylic acid
  参考文献：
  名称：

  Synthesis of Cyclophanes with Intra-Annular Functionality and Cage Structure

  摘要：

  Cyclophanes of the type 1 and 2, with large cavity sizes, have been synthesized from the corresponding dichloride 8 or 8a and o-xylene-alpha,alpha'-dithiol (9), p-xylene-alpha,alpha'-dithiol (10), or m-terphenyldithiol (11). Similarly, cyclophanes of the type 3 with intra-annular functionality have been obtained by the coupling of the corresponding dithiol 15 or 19 and m-terphenyl dibromide 5, 5a, 5b, or 5c. With the aim of introducing multifunctionality, cyclophanes of the type 21 and 23 were prepared from 3,5-bis(mercaptomethyl)anisole or 3,5-bis(mercaptomethyl)phenol and the corresponding substituted m-terphenyl dibromide Bb or 5c. Cyclophanes 24, 24a, 24b, and 32, with a new type of cage structure, have been obtained by the coupling of the corresponding tetrathiol as with 2 equiv of the dibromides 5c, 5a, and 5b or 1 equiv of the tetrabromide 31, respectively. Further, the sodium salts of the cyclophanes 3c, 21, and 24b were completely characterized by H-1 NMR spectroscopy. XRD analysis of the cyclophane 21 revealed the presence of an ethanol molecule inside the cavity, indicating the facile formation of a host-guest complex.

  DOI：

  10.1021/jo950957y

文献信息

• Synthesis and Molecular Transformations of Functionalised Cyclophanes with Large Cavity
  作者：Arunachalam Kannan、Perumal Rajakumar

  DOI：10.1080/00397919508011438

  日期：1995.10

  Cyclophanes of the type 1 & 3 are obtained by the coupling of suitable dithiol with corresponding dibromide under high dilution technique in the presence of KOH in benzene or toluene-ethanol. Few molecular transformations have been effected on the cyclophanes 1 and 2.
• Synthesis of Cyclophanes with Intra-Annular Functionality and Cage Structure
  作者：Arunachalam Kannan、Perumal Rajakumar、V. Kabaleeswaran、S. S. Rajan

  DOI：10.1021/jo950957y

  日期：1996.1.1

  Cyclophanes of the type 1 and 2, with large cavity sizes, have been synthesized from the corresponding dichloride 8 or 8a and o-xylene-alpha,alpha'-dithiol (9), p-xylene-alpha,alpha'-dithiol (10), or m-terphenyldithiol (11). Similarly, cyclophanes of the type 3 with intra-annular functionality have been obtained by the coupling of the corresponding dithiol 15 or 19 and m-terphenyl dibromide 5, 5a, 5b, or 5c. With the aim of introducing multifunctionality, cyclophanes of the type 21 and 23 were prepared from 3,5-bis(mercaptomethyl)anisole or 3,5-bis(mercaptomethyl)phenol and the corresponding substituted m-terphenyl dibromide Bb or 5c. Cyclophanes 24, 24a, 24b, and 32, with a new type of cage structure, have been obtained by the coupling of the corresponding tetrathiol as with 2 equiv of the dibromides 5c, 5a, and 5b or 1 equiv of the tetrabromide 31, respectively. Further, the sodium salts of the cyclophanes 3c, 21, and 24b were completely characterized by H-1 NMR spectroscopy. XRD analysis of the cyclophane 21 revealed the presence of an ethanol molecule inside the cavity, indicating the facile formation of a host-guest complex.