5,11,23,29-tetra-tert-butyl-17,35-bis[[N-methyl-N-(2-pyridylethyl)amino]methyl]calix[6]arene-37,38,39,40,41,42-hexol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5,11,23,29-tetra-tert-butyl-17,35-bis[[N-methyl-N-(2-pyridylethyl)amino]methyl]calix[6]arene-37,38,39,40,41,42-hexol
• 英文别名: 5,11,23,29-Tetratert-butyl-17,35-bis[[methyl(2-pyridin-2-ylethyl)amino]methyl]heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3(42),4,6,9,11,13(41),15,17,19(40),21(39),22,24,27,29,31(38),33(37),34-octadecaene-37,38,39,40,41,42-hexol
• 化学式: C₇₆H₉₂N₄O₆
• 分子量: 1157.59
• InChiKey: GWVSIFNVTIDXBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.6
• 重原子数：
  86
• 可旋转键数：
  14
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  154
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-(2-甲基氨基乙基)吡啶 、 聚合甲醛 、 5,11,23,29-tetra-p-tert-butylcalix[6]arene 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以90%的产率得到5,11,23,29-tetra-tert-butyl-17,35-bis[[N-methyl-N-(2-pyridylethyl)amino]methyl]calix[6]arene-37,38,39,40,41,42-hexol
  参考文献：
  名称：

  Selective Upper Rim Functionalization and Lower Rim Bridge Building with Calix[4]arenes and Calix[6]arenes¹

  摘要：

  Selective upper rim functionalization of calix[6]arenes has been achieved by selective lower rim benzoylation at the 1,2,4,5 positions followed by AlCl3-induced removal of the tert-butyl groups of the unesterified aryl residues and introduction of various functionalities into the vacated para positions, including bromo (5), dialkylamino, (7-11) cyanomethyl (12), and (propargyloxy)methyl (13) groups. Lower rim bridge building has been achieved via oxidative coupling reactions between the aryne moieties of calix[4]arenes and calix[6]arenes in which O-benzyl groups carry one (from 23 and 24) or two (from 25) propargyloxy residues. In the calix[4]arene series both a single-spanned (32) and a double-spanned (33) double-cavity calixarene were obtained. In the calix[6]arene series only a single-spanned double cavity calixarene (36) could be characterized.

  DOI：

  10.1021/jo952054a

文献信息

• Selective Upper Rim Functionalization and Lower Rim Bridge Building with Calix[4]arenes and Calix[6]arenes¹
  作者：Suseela Kanamathareddy、C. David Gutsche

  DOI：10.1021/jo952054a

  日期：1996.1.1

  Selective upper rim functionalization of calix[6]arenes has been achieved by selective lower rim benzoylation at the 1,2,4,5 positions followed by AlCl3-induced removal of the tert-butyl groups of the unesterified aryl residues and introduction of various functionalities into the vacated para positions, including bromo (5), dialkylamino, (7-11) cyanomethyl (12), and (propargyloxy)methyl (13) groups. Lower rim bridge building has been achieved via oxidative coupling reactions between the aryne moieties of calix[4]arenes and calix[6]arenes in which O-benzyl groups carry one (from 23 and 24) or two (from 25) propargyloxy residues. In the calix[4]arene series both a single-spanned (32) and a double-spanned (33) double-cavity calixarene were obtained. In the calix[6]arene series only a single-spanned double cavity calixarene (36) could be characterized.