2-[2,6-Bis[4-(bromomethyl)phenyl]benzoyl]oxyethyl 2,6-bis[4-(bromomethyl)phenyl]benzoate | 155186-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[2,6-Bis[4-(bromomethyl)phenyl]benzoyl]oxyethyl 2,6-bis[4-(bromomethyl)phenyl]benzoate
• CAS: 155186-11-1
• 化学式: C₄₄H₃₄Br₄O₄
• 分子量: 946.368
• InChiKey: VBTNJNLLNFWGKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  52
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2,6-Bis[4-(bromomethyl)phenyl]benzoyl]oxyethyl 2,6-bis[4-(bromomethyl)phenyl]benzoate 在 sodium sulfide 作用下， 以 乙醇 、 苯 为溶剂， 反应 4.0h， 以45%的产率得到35,38-Dioxa-7,23-dithiaoctacyclo[15.15.8.22,5.29,12.218,21.225,28.013,40.029,33]octatetraconta-1(33),2(48),3,5(47),9,11,13(40),14,16,18(44),19,21(43),25,27,29,31,41,45-octadecaene-34,39-dione
  参考文献：
  名称：

  2′-Substituted meta-terphenyls as building blocks for cyclophanes with intra-annular functionality

  摘要：

  2'-Substituted m-terphenyls containing chloromethyl and/or thiomethyl groups at the 4,4'' or 3,3'' positions are used as building blocks for cyclophanes with intra-annular functionality. Syntheses are short and yields are good. The methodology, capable of wide structural variation, has been adapted to bi- and tricyclic cyclophanes.

  DOI：

  10.1016/0040-4020(94)01016-s
• 作为产物：
  描述：

  2,6-Bis(4-methylphenyl)benzoyl chloride 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[2,6-Bis[4-(bromomethyl)phenyl]benzoyl]oxyethyl 2,6-bis[4-(bromomethyl)phenyl]benzoate
  参考文献：
  名称：

  Meta-terphenyls as building blocks for benzimidazolophanes

  摘要：

  Coupling of the dibromide 4 and the tetrabromide 6 with benzimidazole gave the benzimidazolophanes 1 and 2 respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01163-5

文献信息

• Benzotriazolophanes—New Class of Novel Cyclophanes
  作者：Perumal Rajakumar、Venghatraghavan Murali

  DOI：10.1016/s0040-4020(00)00717-1

  日期：2000.9

  benzotriazole with 4,4″-bis(bromomethyl)-1,1′:3′,1″-terphenyl in two steps gave the unprecedented benzotriazolophane 4a. By similar alkylation procedure, cyclophanes 4b, 4c and 4d were obtained from the substituted dibromides 6b, 6c and 6d, respectively. Novel cross-linked benzotriazolophane 5 was obtained by using the tetrabromide 9 as the spacer unit.

  苯并三唑与各种二甲苯基二溴化物（o，m，p）或4,4'-双（溴甲基）联苯的两步烷基化反应得到苯并三唑并2或3。类似地，在两个步骤中将苯并三唑与4,4″-双（溴甲基）-1，1′：3′，1″-三联苯进行烷基化，得到了前所未有的苯并三唑烷4a。通过类似的烷基化方法，分别从取代的二溴化物6b，6c和6d获得环烷4b，4c和4d。新型交联的苯并三唑烷5通过使用四溴化物9作为间隔单元获得。
• Synthesis of chiral cyclophanes based on meta-terphenyl and pyridyl blocks
  作者：Perumal Rajakumar、Muthialu Srisailas

  DOI：10.1016/s0040-4020(01)00966-8

  日期：2001.11

  Coupling of m-terphenyl dibromide with binol afforded the corresponding optically active cyclophane. Chiral cyclophanes were also obtained by the coupling of p-nitrophenol or 4,4″-bis(bromomethyl)-1,3-dibenzylbenzene with binol.

  的耦合米与BINOL三联苯二溴化物，得到相应的光学活性环芳。还可以通过将对硝基苯酚或4,4″-双（溴甲基）-1，3-二苄基苯与对苯二酚偶联而获得手性环烷。
• Synthesis of functionalised cyclophanes with cage structure; via an unusual termolecular collision
  作者：Perumal Rajakumar、Arunachalam Kannan

  DOI：10.1016/s0040-4039(00)61420-x

  日期：1993.12

  Coupling of the tetrathiol 11 with two equivalents of the dibromide 6,7 and 8 under high dilution technique in the presence of KOH in benzene - ethanol afforded the cyclophanes 1a, 1c & 1b respectively. Similarly cyclophane 1d was obtained from the tetrathiol 11 and tetrabromide 9.
• 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.