9,33-dibromo-19,22,25,28-tetraoxahexacyclo[15.12.7.17,11.131,35.05,29.013,18]octatriaconta-1(29),2,4,7,9,11(38),13,15,17,31,33,35(37)-dodecaene-37,38-diol | 174532-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 9,33-dibromo-19,22,25,28-tetraoxahexacyclo[15.12.7.17,11.131,35.05,29.013,18]octatriaconta-1(29),2,4,7,9,11(38),13,15,17,31,33,35(37)-dodecaene-37,38-diol
• CAS: 174532-29-7
• 化学式: C₃₄H₃₂Br₂O₆
• 分子量: 696.432
• InChiKey: LFUYRVQOCHWQQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  42.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  9,33-dibromo-19,22,25,28-tetraoxahexacyclo[15.12.7.17,11.131,35.05,29.013,18]octatriaconta-1(29),2,4,7,9,11(38),13,15,17,31,33,35(37)-dodecaene-37,38-diol 在 四(三苯基膦)钯 、 sodium hydride 、 sodium carbonate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 37,38-Diethoxy-9,33-di(pyren-1-yl)-19,22,25,28-tetraoxahexacyclo[15.12.7.17,11.131,35.05,29.013,18]octatriaconta-1(29),2,4,7,9,11(38),13,15,17,31,33,35(37)-dodecaene
  参考文献：
  名称：

  Metal-induced conformational change in pyrene-appended calix[4]crown-4 which is useful for metal sensing and guest tweezing

  摘要：

  Calix[4]crown (1) bearing an ionophoric cavity on the lower rim and two pyrene groups on the upper rim was synthesized. The metal-binding to the ionophoric cavity changed the distance between two pyrene moieties, which was reflected by a large change in the monomer/excimer fluorescence intensity ratio. This phenomenon was applied to (i) fluorescence sensing of alkali metal cations and (ii) metal-controlled tweezing of a guest (trinitrobenzene). It was shown that the ionophoric cavity can accept only Li+ and Na+ (Na+ > Li+) but not at all K+.

  DOI：

  10.1016/0040-4039(95)02106-x
• 作为产物：
  描述：

  杯[4]芳烃 在 溴 、 sodium carbonate 作用下， 以 氯仿 、 乙腈 为溶剂， 生成 9,33-dibromo-19,22,25,28-tetraoxahexacyclo[15.12.7.17,11.131,35.05,29.013,18]octatriaconta-1(29),2,4,7,9,11(38),13,15,17,31,33,35(37)-dodecaene-37,38-diol
  参考文献：
  名称：

  Metal-induced conformational change in pyrene-appended calix[4]crown-4 which is useful for metal sensing and guest tweezing

  摘要：

  Calix[4]crown (1) bearing an ionophoric cavity on the lower rim and two pyrene groups on the upper rim was synthesized. The metal-binding to the ionophoric cavity changed the distance between two pyrene moieties, which was reflected by a large change in the monomer/excimer fluorescence intensity ratio. This phenomenon was applied to (i) fluorescence sensing of alkali metal cations and (ii) metal-controlled tweezing of a guest (trinitrobenzene). It was shown that the ionophoric cavity can accept only Li+ and Na+ (Na+ > Li+) but not at all K+.

  DOI：

  10.1016/0040-4039(95)02106-x

文献信息

• Alkali Metal Sensing with a Fluorescent 5,11,17,23-Tetraphenylcalix[4]arene and the Mechanism of the Fluorescence Change
  作者：Hitoshi Matsumoto、Seiji Shinkai

  DOI：10.1246/cl.1994.2431

  日期：1994.12

  The fluorescence intensity of a tetraester derivative of the title compound increases markedly upon the Na+-binding. Hence, this is useful as a new, convenient Na+-sensing system. The mechanism of the fluorescence increase is discussed by comparing the fluorescence properties of several reference compounds.

  标题化合物的四酯衍生物在与 Na+ 结合后荧光强度明显增加。因此，这是一种新型、便捷的 Na+ 传感系统。通过比较几种参考化合物的荧光特性，讨论了荧光增强的机理。