Tetra-O-methoxy C_4ν calix<4>naphthalene | 171815-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Tetra-O-methoxy C_4ν calix<4>naphthalene
• 英文别名: Tetra-O-methoxy C_4ν calix[4]naphthalene；10,14,30,34-Tetramethoxynonacyclo[31.7.1.13,11.113,21.123,31.04,9.015,20.024,29.035,40]tetratetraconta-1(41),3(44),4,6,8,10,13,15,17,19,21(43),23(42),24,26,28,30,33,35,37,39-icosaene
• CAS: 171815-31-9
• 化学式: C₄₈H₄₀O₄
• 分子量: 680.843
• InChiKey: ASKMVAHYARSZRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  52
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  Tetra-O-methoxy C_4ν calix<4>naphthalene 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以45%的产率得到Nonacyclo[31.7.1.13,11.113,21.123,31.04,9.015,20.024,29.035,40]tetratetraconta-1(41),3(44),4,6,8,10,13,15,17,19,21(43),23(42),24,26,28,30,33,35,37,39-icosaene-10,14,30,34-tetrol
  参考文献：
  名称：

  Syntheses of Calix[4]naphthalenes Derived from 1-Naphthol

  摘要：

  Using a convergent synthetic strategy, the synthesis of the previously elusive C-4v-symmetrical calix[4]naphthalene from 1-naphthol is described. Using other independent convergent routes, syntheses of the other three isomeric calix[4]naphthalenes originally formed from the direct base-catalyzed condensation of formaldehyde with 1-naphthol are also described. All of these methods involved either a TiCl4- or TFA-assisted coupling reaction to achieve the cyclization steps. A mechanism is proposed to account for the formation of the original three isomeric calix[4]naphthalenes from the base-catalyzed condensation of formaldehyde with 1-naphthol.

  DOI：

  10.1021/jo00127a038
• 作为产物：
  描述：

  1-甲氧基萘 在 四氯化钛 硫酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 120.0h， 生成 Tetra-O-methoxy C_4ν calix<4>naphthalene
  参考文献：
  名称：

  Syntheses of Calix[4]naphthalenes Derived from 1-Naphthol

  摘要：

  Using a convergent synthetic strategy, the synthesis of the previously elusive C-4v-symmetrical calix[4]naphthalene from 1-naphthol is described. Using other independent convergent routes, syntheses of the other three isomeric calix[4]naphthalenes originally formed from the direct base-catalyzed condensation of formaldehyde with 1-naphthol are also described. All of these methods involved either a TiCl4- or TFA-assisted coupling reaction to achieve the cyclization steps. A mechanism is proposed to account for the formation of the original three isomeric calix[4]naphthalenes from the base-catalyzed condensation of formaldehyde with 1-naphthol.

  DOI：

  10.1021/jo00127a038

文献信息

• Syntheses of Calix[4]naphthalenes Derived from 1-Naphthol
  作者：Paris E. Georghiou、Muhammad Ashram、Zhaopeng Li、Steven G. Chaulk

  DOI：10.1021/jo00127a038

  日期：1995.11

  Using a convergent synthetic strategy, the synthesis of the previously elusive C-4v-symmetrical calix[4]naphthalene from 1-naphthol is described. Using other independent convergent routes, syntheses of the other three isomeric calix[4]naphthalenes originally formed from the direct base-catalyzed condensation of formaldehyde with 1-naphthol are also described. All of these methods involved either a TiCl4- or TFA-assisted coupling reaction to achieve the cyclization steps. A mechanism is proposed to account for the formation of the original three isomeric calix[4]naphthalenes from the base-catalyzed condensation of formaldehyde with 1-naphthol.