cone-5,11-diformyl-25,26,27,28-tetra-n-propoxycalix[4]arene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: cone-5,11-diformyl-25,26,27,28-tetra-n-propoxycalix[4]arene
• 英文别名: 5,11-diformyl-25,26,27,28-tetrapropoxycalix[4]arene；25,26,27,28-Tetrapropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3(28),4,6,9,11,13(27),15,17,19(26),21(25),22-dodecaene-5,11-dicarbaldehyde
• 化学式: C₄₂H₄₈O₆
• 分子量: 648.84
• InChiKey: BQODDNFWISRYPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  48
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cone-5,11-diformyl-25,26,27,28-tetra-n-propoxycalix[4]arene 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 17.25h， 生成 cone-5,11-bis(2-phenylethenyl)-25,26,27,28-tetra-n-propoxycalix[4]arene
  参考文献：
  名称：

  苯乙烯杯[4]芳烃的多重光环化反应

  摘要：

  光化学跨环[2+2]环加成反应是1,3-取代苯乙烯基杯-[4]芳烃的主要反应途径，而1,2-二苯乙烯基杯[4]芳烃生成杯[4]二菲。

  DOI：

  10.1002/ejoc.201001108
• 作为产物：
  描述：

  25,26,27,28-tetrapropyloxycalix[4]arene 在 乙酸酐 、 四氯化锡 、 二甲基亚砜 作用下， 以 氯仿 为溶剂， 反应 24.5h， 生成 cone-5,11-diformyl-25,26,27,28-tetra-n-propoxycalix[4]arene
  参考文献：
  名称：

  The first synthesis and characterisation of elusive cone 1,2-diformyl tetralkoxycalix[4]arenes and their derivatives

  摘要：

  The synthesis and isolation of elusive tetralkoxycalix[4]arenes 2 in the cone conformation and bearing two formyl groups in proximal (1.2) positions at the upper rim are described for the first time. They were obtained as a mixture with the distal (1,3) regioisomers 3 by optimizing the Gross formylation reaction on the tetralkoxycalix[4]arenes 1. After reduction to the corresponding alcohols, compounds 4 could be isolated and oxidized to 1,2-diformyl (2) and 1,2-diacid (6) tetralkoxycalix[4]arenes. These 1,2-difunctionalized derivatives are useful intermediates for the synthesis of calixarene-based molecular receptors having proximal binding groups. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00808-1

文献信息

• Multifold Photocyclization Reactions of Styrylcalix[4]arenes
  作者：Wiebke Hüggenberg、Annamaria Seper、Iris M. Oppel、Gerald Dyker

  DOI：10.1002/ejoc.201001108

  日期：2010.12

  A photochemical transannular [2+2] cycloaddition reaction is the main reaction pathway for 1,3-substituted styrylcalix-[4]arenes, whereas 1,2-distyrylcalix[4]arenes give calix[4]diphenanthrenes.

  光化学跨环[2+2]环加成反应是1,3-取代苯乙烯基杯-[4]芳烃的主要反应途径，而1,2-二苯乙烯基杯[4]芳烃生成杯[4]二菲。
• The first synthesis and characterisation of elusive cone 1,2-diformyl tetralkoxycalix[4]arenes and their derivatives
  作者：Andrea Sartori、Alessandro Casnati、Luigi Mandolini、Francesco Sansone、David N Reinhoudt、Rocco Ungaro

  DOI：10.1016/s0040-4020(03)00808-1

  日期：2003.7

  The synthesis and isolation of elusive tetralkoxycalix[4]arenes 2 in the cone conformation and bearing two formyl groups in proximal (1.2) positions at the upper rim are described for the first time. They were obtained as a mixture with the distal (1,3) regioisomers 3 by optimizing the Gross formylation reaction on the tetralkoxycalix[4]arenes 1. After reduction to the corresponding alcohols, compounds 4 could be isolated and oxidized to 1,2-diformyl (2) and 1,2-diacid (6) tetralkoxycalix[4]arenes. These 1,2-difunctionalized derivatives are useful intermediates for the synthesis of calixarene-based molecular receptors having proximal binding groups. (C) 2003 Elsevier Science Ltd. All rights reserved.