| 143049-30-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• CAS: 143049-30-3
• 化学式: C₇₅H₁₀₈Br₄O₈
• 分子量: 1457.29
• InChiKey: IRSUCSCYJOFYAU-AHZBJQKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.86
• 重原子数：
  87.0
• 可旋转键数：
  40.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  95.84
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.02h， 以90%的产率得到
  参考文献：
  名称：

  Selective functionalization of cavitands: synthesis of a new hemicarcerand

  摘要：

  Partly bridged cavitands 2 and 4 can be selectively debrominated in one step by treatment with.5 equiv of n-BuLi in THF to afford the corresponding dibromo derivatives 5 and 6 in 90% and 77% yield, respectively. After incorporation of the fourth bridge, the remaining two bromines can be replaced by CN to give 9 (>95%), C(O)OMe to give 10 (60%) or OH to give 11 (62%). Two molecules of 11 were coupled with CH2BrCl in DMSO/THF under high dilution conditions to give new hemicarcerand 12 in 71% yield.

  DOI：

  10.1016/s0040-4039(00)92093-8
• 作为产物：
  描述：

  溴氯甲烷 、 1⁵,3⁵,5⁵,7⁵-tetrabromo-2,4,6,8-tetraundecyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphan-1⁴,1⁶,3⁴,3⁶,5⁴,5⁶,7⁴,7⁶-octaol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以53%的产率得到
  参考文献：
  名称：

  Selective functionalization of cavitands: synthesis of a new hemicarcerand

  摘要：

  Partly bridged cavitands 2 and 4 can be selectively debrominated in one step by treatment with.5 equiv of n-BuLi in THF to afford the corresponding dibromo derivatives 5 and 6 in 90% and 77% yield, respectively. After incorporation of the fourth bridge, the remaining two bromines can be replaced by CN to give 9 (>95%), C(O)OMe to give 10 (60%) or OH to give 11 (62%). Two molecules of 11 were coupled with CH2BrCl in DMSO/THF under high dilution conditions to give new hemicarcerand 12 in 71% yield.

  DOI：

  10.1016/s0040-4039(00)92093-8

文献信息

• Supramolecular Sensors for the Detection of Alcohols
  作者：Roberta Pinalli、Francine F. Nachtigall、Franco Ugozzoli、Enrico Dalcanale

  DOI：10.1002/(sici)1521-3773(19990816)38:16<2377::aid-anie2377>3.0.co;2-o

  日期：1999.8.16

  Cooperativity between different noncovalent host-guest interactions is the key for the successful generation of selective supramolecular sensors. A new class of cavitands capable of synergistic CH small middle dot small middle dot small middle dotpi interactions and hydrogen bonding has been designed and exploited for the detection of alcohol vapors using mass transducers (see schematic representation).