1,6-hexanediyl di-4-pyridine carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,6-hexanediyl di-4-pyridine carboxylate
• 英文别名: 6-(Pyridine-4-carbonyloxy)hexyl pyridine-4-carboxylate
• 化学式: C₁₈H₂₀N₂O₄
• 分子量: 328.368
• InChiKey: OGHFRLRTDPZFKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 1,6-hexanediyl di-4-pyridine carboxylate 以 丙酮 为溶剂， 反应 30.0h， 以79%的产率得到[Mn(CO)₃Br(μ-1,6-hexanediyl di-4-pyridine carboxylate)]₂
  参考文献：
  名称：

  Self-assembly of a fac-Mn(CO)₃-core containing dinuclear metallacycles using flexible ditopic linkers

  摘要：

  使用Mn(CO)₅Br和适应性二吡啶连接物，实现了灵活的双锰金属环。已经探索了Mn(i)-双核金属环的宿主-客体化学。

  DOI：

  10.1039/c5dt01866h
• 作为产物：
  描述：

  1,6-己二醇 、 氯化异氰盐酸盐 在 吡啶 作用下， 反应 3.0h， 以80%的产率得到1,6-hexanediyl di-4-pyridine carboxylate
  参考文献：
  名称：

  双位 Cavitand Re 复合物的分子识别

  摘要：

  据报道，合成了一系列在其上边缘带有越来越多的膦酸酯基团的空洞受体和相应的基于 Re 的双位复合物。研究了这些膦酸酯空腔对单位和双位 N-甲基吡啶鎓盐的分子识别特性。P=O 单元的数量和空间分布对于客体离子的络合至关重要。从母体四膦酸盐空腔中去除单个 P=O 桥足以将缔合常数降低近三个数量级。消除第二个 P=O 单元完全消除了 AC 远端异构体中的复合，无论是在单位还是双位宿主中。通过 Re 系统将两个三膦酸盐空腔互连而获得的预组织结构在极性和非极性溶剂中包含双位 N-甲基吡啶鎓盐时显示出适度的正自组装协同性。乙醇中的形态特征表明，蛤壳式 1:1 复合物在低浓度 (< 10 -4 M) 下占主导地位，而 1:2 复合物在较高浓度的双位客体下更受欢迎。

  DOI：

  10.1002/ejoc.201001668

文献信息

• Host-Guest-Driven Copolymerization of Tetraphosphonate Cavitands
  作者：Francesca Tancini、Roger M. Yebeutchou、Laura Pirondini、Rita De Zorzi、Silvano Geremia、Oren A. Scherman、Enrico Dalcanale

  DOI：10.1002/chem.201002237

  日期：2010.12.27

  The outstanding complexing properties of tetraphosphonate cavitands towards N‐methylpyridinium salts were exploited to realise a new class of linear and cyclic AABB supramolecular polymers through host–guest interactions. The effectiveness of the selected self‐association processes was tested by 1H NMR studies, whereas microcalorimetric analyses clarified the binding thermodynamics and revealed the

  利用四膦酸酯空洞分子与N-甲基吡啶鎓盐的杰出络合特性，通过宿主-客体相互作用实现了一类新型的线性和环状AABB超分子聚合物。所选自缔合过程的有效性通过1 H NMR研究进行了测试，而微量热分析则阐明了结合热力学，并揭示了通过影响客体连接子的柔性来调节熵贡献的可能性。尽管通过X射线分析证明了刚性体系中线性聚合物链的形成，但是在非常灵活的对位BB客体共聚单体的情况下，溶液粘度测量表明存在浓度依赖性的环链平衡。
• Self-assembly of manganese(<scp>i</scp>) based thiolato bridged dinuclear metallacycles: synthesis, characterization, cytotoxicity evaluation and CO-releasing studies
  作者：Udit Kumar、Shilpa Jose、Dhanaraj Divya、Pitchavel Vidhyapriya、Natarajan Sakthivel、Bala. Manimaran

  DOI：10.1039/c8nj06271d

  日期：——

  Manganese(i) based thiolato bridged dinuclear metallacycles were assessed as anticancer agents along with myoglobin assay for CO-releasing studies.

  基于硫代桥联的二核锰配合物被评估为抗癌药物，并与肌红蛋白测定一起用于CO释放研究。
• Synthesis, characterisation and cytotoxicity evaluation of rhenium(I) based ester functionalised dinuclear metallacyclophanes
  作者：Chowan Ashok Kumar、S. Karthikeyan、Babu Varghese、V. Veena、N. Sakthivel、Bala. Manimaran

  DOI：10.1016/j.jorganchem.2014.04.025

  日期：2014.9

  Self-assembly of four components has resulted into the formation of M2L2 type dinuclear metallacyclophanes [Re(CO)(3)Br(mu-L)](2)(1-5), using flexible ester functionalised organic spacers and metal precursor containing fac-Re(CO)(3) corners. The dinuclear metallacyclophanes were synthesized from ReBr(CO) 5 and ditopic pyridyl ligands (L) (L etdp, prdp, budp, pedp and hedp). The self-assembled compounds 1-5 were characterised by elemental analysis, IR, NMR, absorption and emission spectroscopic techniques. Molecular structure of 1 and 2 have been characterised by single crystal X-ray diffraction methods and the molecular masses of 3-5 were evaluated by ESI-MS. Cytotoxicity studies of metallacyclophanes 1, 3 and 5 on six different cancer and normal cells revealed that the metallacyclophanes selectively inhibit certain cancer cells. Especially, compound 5 showed broad-spectrum inhibitory activities in five cancer cells tested with low IC50 value comparable to a reference compound (cisplatin). The anticancer activity of compound 5 is attributed to the induction of early apoptosis. Hence, this class of compounds forms potential anticancer agents. (C) 2014 Elsevier B. V. All rights reserved.
• Molecular Recognition with Ditopic Cavitand Re Complexes
  作者：Marco Busi、Barbara Cantadori、Francesca Boccini、Rita De Zorzi、Silvano Geremia、Enrico Dalcanale

  DOI：10.1002/ejoc.201001668

  日期：2011.5

  series of cavitand receptors bearing increasing numbers of phosphonate groups at their upper rims and of the corresponding Re-based ditopic complexes is reported. The molecular recognition properties of these phosphonate cavitands towards both monotopic and ditopic N-methylpyridinium salts were investigated. The numbers and spatial dispositions of P=O units are pivotal for the complexation of guest

  据报道，合成了一系列在其上边缘带有越来越多的膦酸酯基团的空洞受体和相应的基于 Re 的双位复合物。研究了这些膦酸酯空腔对单位和双位 N-甲基吡啶鎓盐的分子识别特性。P=O 单元的数量和空间分布对于客体离子的络合至关重要。从母体四膦酸盐空腔中去除单个 P=O 桥足以将缔合常数降低近三个数量级。消除第二个 P=O 单元完全消除了 AC 远端异构体中的复合，无论是在单位还是双位宿主中。通过 Re 系统将两个三膦酸盐空腔互连而获得的预组织结构在极性和非极性溶剂中包含双位 N-甲基吡啶鎓盐时显示出适度的正自组装协同性。乙醇中的形态特征表明，蛤壳式 1:1 复合物在低浓度 (< 10 -4 M) 下占主导地位，而 1:2 复合物在较高浓度的双位客体下更受欢迎。
• Self-assembly of a fac-Mn(CO)₃-core containing dinuclear metallacycles using flexible ditopic linkers
  作者：S. Karthikeyan、R. Nagarajaprakash、Garisekurthi Satheesh、Chowan Ashok Kumar、Bala. Manimaran

  DOI：10.1039/c5dt01866h

  日期：——

  Flexible dimanganese metallacycles have been achieved using Mn(CO)₅Br and adaptable ditopic pyridyl linkers. The host–guest chemistry of Mn(i)-dinuclear metallacycles has been explored.

  使用Mn(CO)₅Br和适应性二吡啶连接物，实现了灵活的双锰金属环。已经探索了Mn(i)-双核金属环的宿主-客体化学。