8,14-dibromo-5,11,17,23-tetra-tert-butyl-25,26,27,28-tetramethoxy-2,20-dioxocalix[4]arene | 1295651-11-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 8,14-dibromo-5,11,17,23-tetra-tert-butyl-25,26,27,28-tetramethoxy-2,20-dioxocalix[4]arene
• 英文别名: (14S,20R)-14,20-dibromo-5,11,17,23-tetratert-butyl-25,26,27,28-tetramethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene-2,8-dione
• CAS: 1295651-11-4
• 化学式: C₄₈H₅₈Br₂O₆
• 分子量: 890.793
• InChiKey: YUTABNWNWBONCM-MAZIBIHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  56
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 8,14-dibromo-5,11,17,23-tetra-tert-butyl-25,26,27,28-tetramethoxy-2,20-dioxocalix[4]arene 以 2,2,2-三氟乙醇 为溶剂， 反应 18.0h， 以57%的产率得到5,11,17,23-tetra-tert-butyl-8,14,25,26,27,28-hexamethoxy-2,20-dioxocalix[4]arene
  参考文献：
  名称：

  Calix[4]arenes with Two Different Chemical Modifications at the Bridges

  摘要：

  Hexabromocalix[4]arene derivatives (3a and 3b) possessing pairs of dibromomethylene and bromomethylene groups located at distal or proximal positions of the calix scaffold were prepared via photochemical bromination of tetramethoxycalix-[4]arene. The dibromomethylene groups undergo hydrolysis to afford calix[4] arenes possessing pairs of carbonyl groups and bromomethylene groups located at distal or proximal bridges (4a and 4b, respectively). The bromomethylene groups of 4 undergo reactions with nucleophiles under S(N)1 conditions to afford a wide array of derivatives possessing two different chemical modifications at the bridges.

  DOI：

  10.1021/jo200580m
• 作为产物：
  描述：

  5,11,17,23-tetra(tert-butyl)-25,26,27,28-tetramethoxycalix[4]arene 在 N-溴代丁二酰亚胺(NBS) 、 水 作用下， 以 四氯化碳 、 四氢呋喃 为溶剂， 反应 36.0h， 以17%的产率得到8,14-dibromo-5,11,17,23-tetra-tert-butyl-25,26,27,28-tetramethoxy-2,20-dioxocalix[4]arene
  参考文献：
  名称：

  Calix[4]arenes with Two Different Chemical Modifications at the Bridges

  摘要：

  Hexabromocalix[4]arene derivatives (3a and 3b) possessing pairs of dibromomethylene and bromomethylene groups located at distal or proximal positions of the calix scaffold were prepared via photochemical bromination of tetramethoxycalix-[4]arene. The dibromomethylene groups undergo hydrolysis to afford calix[4] arenes possessing pairs of carbonyl groups and bromomethylene groups located at distal or proximal bridges (4a and 4b, respectively). The bromomethylene groups of 4 undergo reactions with nucleophiles under S(N)1 conditions to afford a wide array of derivatives possessing two different chemical modifications at the bridges.

  DOI：

  10.1021/jo200580m

文献信息

• Calixrotanes: Calixarenes Incorporating Spiro‐Linked Cyclopropyl Groups
  作者：Ori Shalev、Silvio E. Biali

  DOI：10.1002/chem.201901998

  日期：2019.8

  calix[6]arene derivatives) with aryl rings interconnected by spirocyclopropyl groups have been synthesized and structurally characterized. The compounds were prepared by the reaction of dichlorocarbene with calixarenes possessing exocyclic double bonds at the bridges, followed by reductive perdechlorination of the spirocyclopropyl groups. In all systems, pairs of geminal rings connected to the quaternary spiro

  合成了具有通过螺环丙基连接的芳环的大环化合物（杯[4]-和杯[6]芳烃衍生物）并对其进行了结构表征。该化合物是通过使二氯卡宾与在桥上具有环外双键的杯芳烃反应，然后对螺环丙基进行过还原脱氯反应而制得的。在所有系统中，与季螺碳原子相连的成对的双环成反方向，并且环丙基的亚甲基位于等斜位。Calix [6] rotane在晶体中和溶液中采用1,3,5-交替构型。螺环丙基的存在增加了大环的刚性。
• Calix[4]arenes with Two Different Chemical Modifications at the Bridges
  作者：Lev Kuno、Silvio E. Biali

  DOI：10.1021/jo200580m

  日期：2011.5.20

  Hexabromocalix[4]arene derivatives (3a and 3b) possessing pairs of dibromomethylene and bromomethylene groups located at distal or proximal positions of the calix scaffold were prepared via photochemical bromination of tetramethoxycalix-[4]arene. The dibromomethylene groups undergo hydrolysis to afford calix[4] arenes possessing pairs of carbonyl groups and bromomethylene groups located at distal or proximal bridges (4a and 4b, respectively). The bromomethylene groups of 4 undergo reactions with nucleophiles under S(N)1 conditions to afford a wide array of derivatives possessing two different chemical modifications at the bridges.