5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(2-pyridyl)carbamoyl-methoxy]-2,8,14,20-tetrathiacalix[4]arene | 934390-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(2-pyridyl)carbamoyl-methoxy]-2,8,14,20-tetrathiacalix[4]arene
• 英文别名: 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(2-pyridylamidocarbonyl)-methoxy]-2,8,14,20-tetrathiacalix[4]arene；N-pyridin-2-yl-2-[[5,11,17,23-tetratert-butyl-26,27,28-tris[2-oxo-2-(pyridin-2-ylamino)ethoxy]-2,8,14,20-tetrathiapentacyclo[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-dodecaen-25-yl]oxy]acetamide
• CAS: 934390-46-2
• 化学式: C₆₈H₇₂N₈O₈S₄
• 分子量: 1257.63
• InChiKey: KQCKZZRQKRGVFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.5
• 重原子数：
  88
• 可旋转键数：
  20
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  306
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(2-pyridyl)carbamoyl-methoxy]-2,8,14,20-tetrathiacalix[4]arene 、 酒石酸 以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  p -叔丁基硫杂杯[4]在由下轮辋官能芳烃ø - ，米- ，p -酰氨基和ø - ，米- ，p - （酰氨基甲基）吡啶片段作为受体α羟基和二羧酸

  摘要：

  一系列新的p -叔丁基硫杂杯[4]芳烃与ø - ，米- ，p -酰氨基和ø - ，米- ，p -在下轮辋（酰氨基甲基）吡啶取代基锥形，偏锥形，和1 ，3-替代构象合成。通过紫外可见光谱研究了获得的化合物识别α-羟基（乙醇酸，酒石酸）和二羧酸（草酸，丙二酸，琥珀酸，富马酸和马来酸）的能力。另外，结合的效率和选择性，缔合常数log  K a（10 2至10 7 中号-1）和化学计量确定为的络合物p -叔丁基硫杂杯[4]与酸芳烃。基于受体p -叔丁基硫杂杯[4]（酰氨基甲基）吡啶替代芳烃在许多情况下最有效的络合。

  DOI：

  10.1016/j.tet.2009.10.075
• 作为产物：
  描述：

  2-氨基吡啶 、 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(chlorocarbonyl)methoxy]-thiacalix[4]arene 以 二氯甲烷 为溶剂， 以1.08 g的产率得到5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis[(2-pyridyl)carbamoyl-methoxy]-2,8,14,20-tetrathiacalix[4]arene
  参考文献：
  名称：

  p -叔丁基硫杂杯[4]在由下轮辋官能芳烃ø - ，米- ，p -酰氨基和ø - ，米- ，p - （酰氨基甲基）吡啶片段作为受体α羟基和二羧酸

  摘要：

  一系列新的p -叔丁基硫杂杯[4]芳烃与ø - ，米- ，p -酰氨基和ø - ，米- ，p -在下轮辋（酰氨基甲基）吡啶取代基锥形，偏锥形，和1 ，3-替代构象合成。通过紫外可见光谱研究了获得的化合物识别α-羟基（乙醇酸，酒石酸）和二羧酸（草酸，丙二酸，琥珀酸，富马酸和马来酸）的能力。另外，结合的效率和选择性，缔合常数log  K a（10 2至10 7 中号-1）和化学计量确定为的络合物p -叔丁基硫杂杯[4]与酸芳烃。基于受体p -叔丁基硫杂杯[4]（酰氨基甲基）吡啶替代芳烃在许多情况下最有效的络合。

  DOI：

  10.1016/j.tet.2009.10.075

文献信息

• The influence of isomerism on the self-assembly behavior and complexation property of 1,3-alternate tetraaminopyridyl-thiacalix[4]arene derivatives
  作者：Xiong Li、Shu-Ling Gong、Wei-Ping Yang、Yuan-Yin Chen、Xiang-Gao Meng

  DOI：10.1016/j.tet.2008.04.116

  日期：2008.6

  A series of 1,3-alternate conformation thiacalix[4]arenes containing different isomeric aminopyridyl pendent arms have been synthesized. It was found that their self-assembly behaviors and complexation properties strongly depended on the structures of aminopyridyl pendent arms. The crystal structures demonstrate that tetra(meta-aminopyridyl)-thiacalix[4]arene motif is capable of forming intramolecular hydrogen bondings between the sp(2) nitrogen donors in the meta position of the aminopyridyl groups and the facing amide N-H of the adjacent aminopyridyl groups, and self-assembles via C-H center dot center dot center dot O weak hydrogen bondings and C-H center dot center dot center dot pi interaction to generate a double stranded rectilineal networks. By contrast, in the case of tetra(para-aminopyridyl)-thiacalix[4]arene, the presence of para-aminopyridyl units enables the formation of N-H center dot center dot center dot N strong hydrogen bondings between the individual molecules leading to the solid-state structure with water-bridged double strands. Their complexation properties had been also studied by measurement of the stability constants for their complexation in a range of metal cations and investigation of their binding models via H-1 NMR titration and ESI-MS experiments. It was found that the three ligands exhibited high and selective extractability toward Ag+, and their stoichiometry of ligand to Ag+ was 1:1, while the meta-aminopyridyl derivative showed the best extraction capacity and possessed the most efficient binding sites. (C) 2008 Elsevier Ltd. All rights reserved.
• p-tert-Butyl thiacalix[4]arenes functionalized at the lower rim by o-, m-, p-amido and o-, m-, p-(amidomethyl)pyridine fragments as receptors for α-hydroxy- and dicarboxylic acids
  作者：Ivan I. Stoikov、Arkadiy Yu. Zhukov、Maria N. Agafonova、Ruzal R. Sitdikov、Igor S. Antipin、Alexander I. Konovalov

  DOI：10.1016/j.tet.2009.10.075

  日期：2010.1

  A series of new p-tert-butyl thiacalix[4]arenes with o-, m-, p-amido and o-, m-, p-(amidomethyl)pyridine substituents at the lower rim in cone, partial cone, and 1,3-alternate conformations were synthesized. The ability of the obtained compounds to recognize the α-hydroxy (glycolic, tartaric) and dicarboxylic (oxalic, malonic, succinic, fumaric, and maleic) acids was investigated by UV–vis spectroscopy

  一系列新的p -叔丁基硫杂杯[4]芳烃与ø - ，米- ，p -酰氨基和ø - ，米- ，p -在下轮辋（酰氨基甲基）吡啶取代基锥形，偏锥形，和1 ，3-替代构象合成。通过紫外可见光谱研究了获得的化合物识别α-羟基（乙醇酸，酒石酸）和二羧酸（草酸，丙二酸，琥珀酸，富马酸和马来酸）的能力。另外，结合的效率和选择性，缔合常数log  K a（10 2至10 7 中号-1）和化学计量确定为的络合物p -叔丁基硫杂杯[4]与酸芳烃。基于受体p -叔丁基硫杂杯[4]（酰氨基甲基）吡啶替代芳烃在许多情况下最有效的络合。