25-(3-bromopropoxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene | 170453-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 25-(3-bromopropoxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene
• 英文别名: 25,26,27-tripropoxy-28-(3-bromopropoxy)-5,11,17,23-tetra(tert-butyl)calix[4]arene；25,26,27-tripropoxy-28-(3-bromopropoxy)-p-tert-butylcalix[4]arene；25-(3-bromopropoxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix[4]arene；25-(3-Bromopropoxy)-5,11,17,23-tetratert-butyl-26,27,28-tripropoxypentacyclo[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
• CAS: 170453-66-4；451502-46-8
• 化学式: C₅₆H₇₉BrO₄
• 分子量: 896.145
• InChiKey: OFZGTIVNXQOWTO-UHFFFAOYSA-N

物化性质

• 熔点：
  223.5-226 °C(Solv: dichloromethane (75-09-2); methanol (67-56-1))
• 沸点：
  844.6±65.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.1
• 重原子数：
  61
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-碘苯酚 、 25-(3-bromopropoxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到25,26,27-tripropoxy-28-[(3-(4-iodophenoxy)propoxy)]-5,11,17,23-tetra(tert-butyl)calix[4]arene
  参考文献：
  名称：

  在下缘共价连接的双杯[4]芳烃作为多腔超分子受体的前体

  摘要：

  摘要 通过 Sonogashira 交叉偶联反应制备了在下缘共价连接的双杯[4]arens，具有合成多腔受体的巨大潜力。6和7的结构经NMR、MS和元素分析证实。

  DOI：

  10.1080/00397910801982035
• 作为产物：
  描述：

  5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 在 sodium hydride 、 barium(II) hydroxide 、 barium(II) oxide 作用下， 生成 25-(3-bromopropoxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene
  参考文献：
  名称：

  Amino Acid Derivative of Calix[4]Arene as Schiff Base for Sensing of Copper(II)

  摘要：

  我们设计、合成了一种新的氨基酸钙[4]炔衍生物（5），并用 HRMS、NMR 和 FTIR 等不同方法对其进行了表征。结果表明，分子受体 (5) 比其他金属离子更适合识别铜离子。在本文中，我们开发了一种新的传感器材料，用于识别低浓度的铜等常见离子。

  DOI：

  10.13005/ojc/330132

文献信息

• Covalently Linked at the Lower Rim Double‐Calix[4]arene as a Precursor for Multicavity Supramolecular Receptor
  作者：Reza Zadmard、Saeed Taghvaei‐Ganjali、Banafsheh Gorji

  DOI：10.1080/00397910801982035

  日期：2008.5

  Abstract New covalently linked at the lower rim double‐calix[4]arens, which have great potential for the synthesis of multicavity receptors, were prepared via Sonogashira cross‐coupling reaction. The structures of 6 and 7 were confirmed by NMR, MS, and elemental analysis.

  摘要 通过 Sonogashira 交叉偶联反应制备了在下缘共价连接的双杯[4]arens，具有合成多腔受体的巨大潜力。6和7的结构经NMR、MS和元素分析证实。
• Synthesis and metal-binding properties of oligo-calixarenes. an approach towards the calix[4]arene-based dendrimers
  作者：Pavel Lhotak、Seiji Shinkai

  DOI：10.1016/0040-4020(95)00408-z

  日期：1995.7

  A series of bis-calix[4]arene derivatives 4a-h (cone conformation) linked through the phenolic oxygens with the help of a single aliphatic chain (lower rim-lower rim connection) was obtained in high yields (50-80%) by alkylation of 25, 26, 27-tripropoxy-28-hydroxycalix [4]arenes 2a, 2b with 0.5 equiv. of Br-(CH2)(n)-Br in the presence of NaH. The same reaction with excess dibromides yielded corresponding bromoalkyl derivatives 3a-c which were used for construction of oligo-calix[4]arenes (bis, tris, pentakis) - a new family of calix[4]arene derivatives representing the first step on the way towards the calixarene-based dendrimers. The metal complexation behavior of newly prepared compounds was investigated with the help of H-1 NMR spectroscopy.
• Synthesis and characterization of new symmetrical 3,6-bis[(25,26,27- tripropoxy-28-(3-(4-iodophenyl) propoxy)-p-tert-butyl calix[4]arene ethynyl]-9H- fluoren-9-one by Sonogashira coupling as a novel precursor for synthesis of quinodimethane (QDM)
  作者：KARIM AKBARI DILMAGHANI、FAZEL NASUHI PUR

  DOI：10.3906/kim-1006-693

  日期：——

  Novel symmetrical 3,6-bis[(25,26,27-tripropoxy-28-(3-(4-iodophenyl)propoxy)-p-tert-butyl calix[4]arene ethynyl]-9H-fluoren-9-one with a cone conformation was synthesized by palladium-catalyzed coupling of (25,26,27-tripropoxy- 28-(3-(4-iodophenyl)propoxy)-p-tert-butyl calix[4]arene and 3,6-diethynyl-9H-fluoren-9-one. Its structure was confirmed by FT-IR, ^1H-NMR, and ^13}C-NMR spectroscopy, and elemental analysis and positive ion FAB mass spectrometry.

  合成了一种新型对称的3,6-二[(25,26,27-三丙氧基-28-(3-(4-碘苯基)丙氧基)-p-叔丁基大环[4]芳烃乙炔]-9H-芴-9-酮，具有锥形构象。该化合物是通过钯催化的偶联反应合成的，反应物为(25,26,27-三丙氧基-28-(3-(4-碘苯基)丙氧基)-p-叔丁基大环[4]芳烃和3,6-二乙炔基-9H-芴-9-酮。其结构通过傅里叶变换红外光谱（FT-IR）、^1H-NMR和^13}C-NMR光谱、元素分析和正离子FAB质谱进行了确认。
• Amino Acid Derivative of Calix[4]Arene as Schiff Base for Sensing of Copper(II)
  作者：Mansoure Khanpour、Saeed Taghvaei- Ganjali、Reza Zadmard

  DOI：10.13005/ojc/330132

  日期：2017.2.28

  A new amino acid calix[4]arene derivative (5) has been designed, synthesized, characterized with different methods such as HRMS, NMR and FTIR. Our result shows that molecular receptor (5) is more proper for recognizing copper ion than other metal ions. In this paper we have developed a new sensor material for common ions such as copper at low concentration.

  我们设计、合成了一种新的氨基酸钙[4]炔衍生物（5），并用 HRMS、NMR 和 FTIR 等不同方法对其进行了表征。结果表明，分子受体 (5) 比其他金属离子更适合识别铜离子。在本文中，我们开发了一种新的传感器材料，用于识别低浓度的铜等常见离子。