6,19-Dimethyl-27,28-dithia-3,6,9,16,19,22-hexazatricyclo[22.2.1.111,14]octacosa-1(26),11,13,24-tetraene | 1239700-15-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6,19-Dimethyl-27,28-dithia-3,6,9,16,19,22-hexazatricyclo[22.2.1.111,14]octacosa-1(26),11,13,24-tetraene
• 英文别名: 6,19-dimethyl-27,28-dithia-3,6,9,16,19,22-hexazatricyclo[22.2.1.111,14]octacosa-1(26),11,13,24-tetraene
• CAS: 1239700-15-2
• 化学式: C₂₂H₃₈N₆S₂
• 分子量: 450.716
• InChiKey: CFMCDWYVRRTWPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  111
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6,19-Dimethyl-27,28-dithia-3,6,9,16,19,22-hexazatricyclo[22.2.1.111,14]octacosa-1(26),11,13,24-tetraene 在 硫酸 作用下， 以 甲醇 为溶剂， 以42.4%的产率得到
  参考文献：
  名称：

  Cooperative NH⋯O and CH⋯O interactions for sulfate encapsulation in a thiophene-based macrocycle

  摘要：

  A thiophene-based macrocycle containing four secondary and two tertiary amines has been synthesized and its binding affinity has been investigated toward sulfate anion in solution and solid states. Structural analysis of the sulfate salt suggests that the ligand in its hexaprotonated form is capable of encapsulating one sulfate within the cavity through cooperative NH center dot center dot center dot O and CH center dot center dot center dot O interactions. As investigated by (1)H NMR titrations, the ligand forms a 1:1 complex with sulfate in water at pH 2.1, showing a binding constant (K) of 3200 M(-1). The formation of the complex has been further confirmed by ESI-MS, indicating that the complex can exist in solution with considerable stability. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.036
• 作为产物：
  描述：

  2,5-噻吩二甲醛 、 N-甲基-2,2-二氨基二乙胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 6,19-Dimethyl-27,28-dithia-3,6,9,16,19,22-hexazatricyclo[22.2.1.111,14]octacosa-1(26),11,13,24-tetraene
  参考文献：
  名称：

  磷酸盐与噻吩基氮杂大环的溶液和结构结合研究

  摘要：

  已经通过 1H NMR 和 31P NMR 滴定研究了两种基于噻吩的单环受体 L1 和 L2 在溶液（D2O 和 DMSO-d6）中的磷酸盐结合，以及通过单晶 X 射线分析在固态下的磷酸盐结合。1H NMR 滴定结果表明，配体在 DMSO-d6 中以 1:2 结合模式结合磷酸根阴离子，结合常数分别为 5.25 和 4.20（以 log K 计）。在 pH = 5.2 的 D2O 中，31P NMR 进一步支持磷酸盐与 L1 和 L2 的结合。L1 磷酸盐配合物的晶体结构揭示了通过 NH···O 和 CH···O 相互作用的多个氢键形成双位配合物的明确证据。

  DOI：

  10.1016/j.inoche.2016.05.013

文献信息

• Fluorescent detection of phosphate anion by a highly selective chemosensor in water
  作者：Musabbir A. Saeed、Douglas R. Powell、Md. Alamgir Hossain

  DOI：10.1016/j.tetlet.2010.07.078

  日期：2010.9

  A macrocyclic dinuclear copper complex, [Cu2II(1)Br4]·2H2O has been synthesized and characterized by X-ray crystallography, in which each metal ion is pentacoordinated in a square pyramidal environment and the macrocycle is folded to form a boat-shaped empty cavity. As studied by an indicator displacement assay, the dinuclear complex shows strong selectivity for phosphate over sulfate, nitrate, perchlorate

  合成了一种大环双核铜配合物 [Cu 2 II ( 1 )Br 4 ]·2H 2 O，并通过 X 射线晶体学表征，其中每个金属离子在四方锥体环境中五配位，大环折叠形成一个船形的空腔。根据指示剂置换试验的研究，在生理 pH 值下，双核复合物对磷酸盐的选择性强于水中的硫酸盐、硝酸盐、高氯酸盐和卤化物。
• Solution and structural binding studies of phosphate with thiophene-based azamacrocycles
  作者：Syed A. Haque、Rainier S. Berkley、Frank R. Fronczek、Md. Alamgir Hossain

  DOI：10.1016/j.inoche.2016.05.013

  日期：2016.8

  1:2 binding mode in DMSO-d6 , with the binding constants of 5.25 and 4.20 (in log K), respectively. The binding of phosphate to L1 and L2 was further supported by 31P NMR in D2O at pH = 5.2. The crystal structure of the phosphate complex of L1 reveals unambiguous proof for the formation of a ditopic complex via multiple hydrogen bonds from NH···O and CH···O interactions.

  已经通过 1H NMR 和 31P NMR 滴定研究了两种基于噻吩的单环受体 L1 和 L2 在溶液（D2O 和 DMSO-d6）中的磷酸盐结合，以及通过单晶 X 射线分析在固态下的磷酸盐结合。1H NMR 滴定结果表明，配体在 DMSO-d6 中以 1:2 结合模式结合磷酸根阴离子，结合常数分别为 5.25 和 4.20（以 log K 计）。在 pH = 5.2 的 D2O 中，31P NMR 进一步支持磷酸盐与 L1 和 L2 的结合。L1 磷酸盐配合物的晶体结构揭示了通过 NH···O 和 CH···O 相互作用的多个氢键形成双位配合物的明确证据。
• Cooperative NH⋯O and CH⋯O interactions for sulfate encapsulation in a thiophene-based macrocycle
  作者：Musabbir A. Saeed、Douglas R. Powell、Frank R. Fronczek、Md. Alamgir Hossain

  DOI：10.1016/j.tetlet.2010.06.036

  日期：2010.8

  A thiophene-based macrocycle containing four secondary and two tertiary amines has been synthesized and its binding affinity has been investigated toward sulfate anion in solution and solid states. Structural analysis of the sulfate salt suggests that the ligand in its hexaprotonated form is capable of encapsulating one sulfate within the cavity through cooperative NH center dot center dot center dot O and CH center dot center dot center dot O interactions. As investigated by (1)H NMR titrations, the ligand forms a 1:1 complex with sulfate in water at pH 2.1, showing a binding constant (K) of 3200 M(-1). The formation of the complex has been further confirmed by ESI-MS, indicating that the complex can exist in solution with considerable stability. (C) 2010 Elsevier Ltd. All rights reserved.