1^{2,4_,34,6_,54,6_,74,6}-octaethoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1^{2,4_,34,6_,54,6_,74,6}-octaethoxy-1,3,5,7(1,3)-tetrabenzenacyclooctaphane
• 英文别名: 4,6,10,12,16,18,22,25-Octaethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene；4,6,10,12,16,18,22,25-octaethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene
• 化学式: C₄₄H₅₆O₈
• 分子量: 712.924
• InChiKey: ALNRINKOSCFLQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  52
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  三聚甲醛 、 二乙氧基苯 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以63%的产率得到4,6,10,12,16,18,22,24-Octaethoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene
  参考文献：
  名称：

  Scandium triflate-catalyzed cyclocondensation of 1,3-dialkoxybenzenes with 1,3,5-trioxane. Formation of resorcin[4]arenes and confused resorcin[4]arenes

  摘要：

  The cyclocondensation of 1,3-dialkoxybenzenes with 1,3,5-trioxane was catalyzed by Sc(OTf)(3) to produce resorcin[4]arene octaalkyl ethers as the major products. In addition, 'confused' resorcin[4]arene octaalkyl ethers bearing one alkoxy group at the intra-annular position were obtained as the minor products. The variable temperature H-1 NMR spectroscopy showed that the alkoxy group at the intra-annular position cannot pass through the macrocyclic annulus, indicating a rigid molecular framework. The structure of the ethoxy derivative of the confused resorcin[4]arene was determined by X-ray crystallography. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.015

文献信息

• Scandium triflate-catalyzed cyclocondensation of 1,3-dialkoxybenzenes with 1,3,5-trioxane. Formation of resorcin[4]arenes and confused resorcin[4]arenes
  作者：Osamu Morikawa、Yoshihisa Nagamatsu、Akihiko Nishimura、Kazuhiro Kobayashi、Hisatoshi Konishi

  DOI：10.1016/j.tetlet.2006.04.015

  日期：2006.6

  The cyclocondensation of 1,3-dialkoxybenzenes with 1,3,5-trioxane was catalyzed by Sc(OTf)(3) to produce resorcin[4]arene octaalkyl ethers as the major products. In addition, 'confused' resorcin[4]arene octaalkyl ethers bearing one alkoxy group at the intra-annular position were obtained as the minor products. The variable temperature H-1 NMR spectroscopy showed that the alkoxy group at the intra-annular position cannot pass through the macrocyclic annulus, indicating a rigid molecular framework. The structure of the ethoxy derivative of the confused resorcin[4]arene was determined by X-ray crystallography. (c) 2006 Elsevier Ltd. All rights reserved.