[3,5-Bis[25,26,27,28-tetrakis(2-ethoxyethoxy)pentacyclo[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-5-carbonyl]phenyl]-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-pentacyclo[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-dodecaenyl]methanone | 443340-52-1

• 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: [3,5-Bis[25,26,27,28-tetrakis(2-ethoxyethoxy)pentacyclo[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-5-carbonyl]phenyl]-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-pentacyclo[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-dodecaenyl]methanone
• CAS: 443340-52-1
• 化学式: C₁₄₁H₁₆₈O₂₇
• 分子量: 2294.87
• InChiKey: HYSDJCXONAAGFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.5
• 重原子数：
  168
• 可旋转键数：
  66
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  273
• 氢给体数：
  0
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  [3,5-Bis[25,26,27,28-tetrakis(2-ethoxyethoxy)pentacyclo[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-5-carbonyl]phenyl]-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-pentacyclo[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-dodecaenyl]methanone 在 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以88%的产率得到5-[[3,5-Bis[[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-pentacyclo[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-dodecaenyl]methyl]phenyl]methyl]-25,26,27,28-tetrakis(2-ethoxyethoxy)pentacyclo[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
  参考文献：
  名称：

  Tricalixarenes and Pentacalixarenes:  Synthesis and Complexation Studies¹

  摘要：

  Tricalix[4]arene 4, tricalix[5]arene 14, and pentacalix[4]arene 10 have been synthesized from O-alkylcalixarene mono- and dialdehydes by a two-step conversion to the corresponding monoethynyl ketones or diethynyl ketones followed by aryne trimerization in refluxing DMF containing a dialkylamine. The tricalixarenes 4 and 14 were converted, in turn, to calixarenes 6 and 16, which carry OH groups on the lower rim and methylenes as the bridging moieties to the benzene ring. Complexation studies with the tricalix[5]arene 16 show that it forms (a) a 1:3 complex with N,N-dimethylethylenediamine in which each calixarene unit contains a molecule of the amine, (b) a 1:1 complex with tris(aminomethyl)amine in which each calixarene unit contains one of the three arms of the guest, and (c) a 1:1 complex with C-60 in which the guest presumably resides in the cavity provided by the three calixarene units acting cooperatively.

  DOI：

  10.1021/jo0110808
• 作为产物：
  描述：

  1-[25,26,27,28-Tetrakis(2-ethoxyethoxy)-5-pentacyclo[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-dodecaenyl]prop-2-yn-1-one 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以65%的产率得到[3,5-Bis[25,26,27,28-tetrakis(2-ethoxyethoxy)pentacyclo[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-5-carbonyl]phenyl]-[25,26,27,28-tetrakis(2-ethoxyethoxy)-5-pentacyclo[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-dodecaenyl]methanone
  参考文献：
  名称：

  Tricalixarenes and Pentacalixarenes:  Synthesis and Complexation Studies¹

  摘要：

  Tricalix[4]arene 4, tricalix[5]arene 14, and pentacalix[4]arene 10 have been synthesized from O-alkylcalixarene mono- and dialdehydes by a two-step conversion to the corresponding monoethynyl ketones or diethynyl ketones followed by aryne trimerization in refluxing DMF containing a dialkylamine. The tricalixarenes 4 and 14 were converted, in turn, to calixarenes 6 and 16, which carry OH groups on the lower rim and methylenes as the bridging moieties to the benzene ring. Complexation studies with the tricalix[5]arene 16 show that it forms (a) a 1:3 complex with N,N-dimethylethylenediamine in which each calixarene unit contains a molecule of the amine, (b) a 1:1 complex with tris(aminomethyl)amine in which each calixarene unit contains one of the three arms of the guest, and (c) a 1:1 complex with C-60 in which the guest presumably resides in the cavity provided by the three calixarene units acting cooperatively.

  DOI：

  10.1021/jo0110808

文献信息

• Tricalixarenes and Pentacalixarenes:  Synthesis and Complexation Studies¹
  作者：Jianshe Wang、C. David Gutsche

  DOI：10.1021/jo0110808

  日期：2002.6.1

  Tricalix[4]arene 4, tricalix[5]arene 14, and pentacalix[4]arene 10 have been synthesized from O-alkylcalixarene mono- and dialdehydes by a two-step conversion to the corresponding monoethynyl ketones or diethynyl ketones followed by aryne trimerization in refluxing DMF containing a dialkylamine. The tricalixarenes 4 and 14 were converted, in turn, to calixarenes 6 and 16, which carry OH groups on the lower rim and methylenes as the bridging moieties to the benzene ring. Complexation studies with the tricalix[5]arene 16 show that it forms (a) a 1:3 complex with N,N-dimethylethylenediamine in which each calixarene unit contains a molecule of the amine, (b) a 1:1 complex with tris(aminomethyl)amine in which each calixarene unit contains one of the three arms of the guest, and (c) a 1:1 complex with C-60 in which the guest presumably resides in the cavity provided by the three calixarene units acting cooperatively.