Dimethyl 16,40-dihydroxy-12,20,36,44-tetrathianonacyclo[44.2.2.27,10.222,25.231,34.12,6.114,18.126,30.138,42]hexaconta-1(48),2(60),3,5,7(59),8,10(58),14(57),15,17,22(56),23,25(55),26,28,30(54),31,33,38,40,42(51),46,49,52-tetracosaene-54,60-dicarboxylate | 177798-49-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: Dimethyl 16,40-dihydroxy-12,20,36,44-tetrathianonacyclo[44.2.2.27,10.222,25.231,34.12,6.114,18.126,30.138,42]hexaconta-1(48),2(60),3,5,7(59),8,10(58),14(57),15,17,22(56),23,25(55),26,28,30(54),31,33,38,40,42(51),46,49,52-tetracosaene-54,60-dicarboxylate
• CAS: 177798-49-1
• 化学式: C₆₀H₅₂O₆S₄
• 分子量: 997.333
• InChiKey: WEDIBMVSTCLRDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  70
• 可旋转键数：
  4
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  194
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-二(溴甲基)苯 、 Dimethyl 16,40-dihydroxy-12,20,36,44-tetrathianonacyclo[44.2.2.27,10.222,25.231,34.12,6.114,18.126,30.138,42]hexaconta-1(48),2(60),3,5,7(59),8,10(58),14(57),15,17,22(56),23,25(55),26,28,30(54),31,33,38,40,42(51),46,49,52-tetracosaene-54,60-dicarboxylate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 以50%的产率得到dimethyl 49,58-dioxa-5,21,29,45-tetrathiaundecacyclo[23.23.10.27,10.216,19.231,34.240,43.13,47.111,15.123,27.135,39.051,56]heptaconta-1(48),2,7(70),8,10(69),11(68),12,14,16(67),17,19(66),23,25,27(65),31,33,35,37,39(62),40,42,47(59),51,53,55,60,63-heptacosaene-62,68-dicarboxylate
  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
• 作为产物：
  描述：

  2,6-Bis(4-methylphenyl)benzoyl chloride 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 、 乙醇 、 苯 为溶剂， 反应 44.0h， 生成 Dimethyl 16,40-dihydroxy-12,20,36,44-tetrathianonacyclo[44.2.2.27,10.222,25.231,34.12,6.114,18.126,30.138,42]hexaconta-1(48),2(60),3,5,7(59),8,10(58),14(57),15,17,22(56),23,25(55),26,28,30(54),31,33,38,40,42(51),46,49,52-tetracosaene-54,60-dicarboxylate
  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 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.