hexacyclohexanocucurbit[6]uril | 868751-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: hexacyclohexanocucurbit[6]uril
• 英文别名: cyclohexanocucurbit[6]uril；Cy6Q[6]；CB*[6]；hexacyclohexano-CB[6]；7,9,11,13,20,22,29,31,38,40,47,49,51,53,55,57,59,61,63,70,72,74,75,77-Tetracosazapentacosacyclo[38.34.4.17,75.113,20.122,29.131,38.147,74.163,70.01,6.06,72.09,69.011,64.014,19.014,61.019,59.023,28.023,57.028,55.032,37.032,53.037,51.041,46.041,49.046,77.064,69]tetraoctacontane-10,48,52,56,60,73,78,79,81,82,83,84-dodecone
• CAS: 868751-94-4；406498-91-7
• 化学式: C₆₀H₇₂N₂₄O₁₂
• 分子量: 1321.39
• InChiKey: SFVKSBRPINOTTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  96
• 可旋转键数：
  0
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  283
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,1′-bibutyl-4,4′-bipyridinium dibromide 、 hexacyclohexanocucurbit[6]uril 以 重水 为溶剂， 生成
  参考文献：
  名称：

  The Binding Interactions between Cyclohexanocucurbit[6]uril and Alkyl Viologens Give Rise to a Range of Diverse Structures in the Solid and the Solution Phases

  摘要：

  The binding interactions between the cyclohexanocucurbit[6]uril (Cy6CB6) host and a series of dialkyl-4,4'-bipyridinium (viologen) dicationic guests were investigated in the solution phase, using H-1 NMR spectroscopy, and in the solid phase, using X-ray diffraction methods. In D2O solution, methyl viologen (MV2+) and ethyl viologen (EV2+) form 1:1 complexes in which the bipyridinium aromatic nucleus is partially included inside the Cy6CB6 cavity. Propyl viologen (PV2+), butyl viologen (BV2+), pentyl viologen (FV2+), and heptyl viologen (HV2+) form 2:1 complexes with Cy6CB6, in which each of the viologen aliphatic chains is included by a host molecule. In the solid state, EV2+ forms a polypseudorotaxane via pseudorotaxane interdigitation of Cy6CB6 hosts. The PV2+ guest forms a dumbbell-shaped structure with a Cy6CB6 host residing over each of the terminal propyl groups of the guest. In contrast to this, the BV2+ guest and Cy6CB6 form a different polypseudorotaxane structure in which dumbbell-shaped structures, formed by two host molecules interacting with a single guest, are interconnected through metal-host coordination.

  DOI：

  10.1021/acs.joc.5b01557
• 作为产物：
  描述：

  Cyclohexandiondiurein 在 盐酸 、 聚合甲醛 、 硫酸 作用下， 以 水 为溶剂， 反应 0.01h， 以40%的产率得到pentacyclohexanocucurbit[5]uril
  参考文献：
  名称：

  [EN] PROCESSES OF PREPARING GLYCOLURILS AND CUCURBITURILS USING MICROWAVE
  [FR] PROCEDES DE PREPARATION DE GLYCOLURILES ET DE CUCURBITURILES AU MOYEN DE MICRO-ONDES

  摘要：

  提供的是使用微波辐射制备甘氨酰脲和西瓜氨酰脲的过程。因此，可以在短时间内高效地进行制备工业上广泛应用的西瓜氨酰脲衍生物的缩合和环化反应、制备羟基西瓜氨酰脲的氧化反应以及甘氨酰脲和对甲醛或甲醛溶液之间的缩合和环化反应。

  公开号：

  WO2005103053A1

文献信息

• Water-and organic-soluble cucurbituril derivatives, their preparation methods, their separation methods and uses
  申请人：——

  公开号：US20030212268A1

  公开（公告）日：2003-11-13

  Provided are cucurbituril derivatives having the formula (1), their preparation methods and uses: 1 where X is O, S or NH; R 1 and R 2 are each independently selected from the group consisting of hydrogen, alkyl groups of 1 to 30 carbon atoms, alkenyl groups of 1 to 30 carbon atoms, alkynyl groups of 1 to 30 carbon atoms, alkylthio groups of 1 to 30 carbon atoms, alkylcarboxyl groups of 1 to 30 carbon atoms, hydroxyalkyl groups of 1 to 30 carbon atoms, alkylsilyl groups of 1 to 30 carbon atoms, alkoxy groups of 1 to 30 carbon atoms, haloalkyl groups of 1 to 30 carbon atoms, nitro group, alkylamine groups of 1 to 30 carbon atoms, amine group, aminoalkyl groups of 1 to 30 carbon atoms, unsubstituted cycloalkyl groups of 5 to 30 carbon atoms, cycloalkyl groups of 4 to 30 carbon atoms with hetero atoms, unsubstituted aryl groups of 6 to 30 carbon atoms, and aryl groups of 6 to 30 carbon atoms with hetero atoms; and n and m are independently integers from 4 to 20 and from 1 to 7, respectively. The cucurbituril derivative has enhanced solubility in common solvents, thereby providing wider applications.

  提供的是具有以下结构的葫芦醚衍生物，它们的制备方法和用途：其中X为O、S或NH；R1和R2分别从以下群体中独立选择：氢、1至30个碳原子的烷基、1至30个碳原子的烯基、1至30个碳原子的炔基、1至30个碳原子的硫代烷基、1至30个碳原子的羧基烷基、1至30个碳原子的羟基烷基、1至30个碳原子的硅烷基、1至30个碳原子的烷氧基、1至30个碳原子的卤代烷基、硝基、1至30个碳原子的烷胺基、胺基、1至30个碳原子的氨基烷基、5至30个碳原子的未取代环烷基、4至30个碳原子的含杂原子环烷基、6至30个碳原子的未取代芳基、6至30个碳原子的含杂原子芳基；n和m分别独立取自4至20和1至7之间的整数。该葫芦醚衍生物在常见溶剂中具有增强的溶解性，从而提供更广泛的应用。
• Host–guest complexation of di-cyclohexanocucurbit[6]uril and hexa-cyclohexanocucurbit[6]uril with alkyldiammonium ions: a comparative study
  作者：Guo-Sheng Fang、Wen-Qi Sun、Wen-Xuan Zhao、Rui-Lian Lin、Zhu Tao、Jing-Xin Liu

  DOI：10.1039/c5ob01982f

  日期：——

  ions (H3+N(CH2)nNH3+, n = 2–8) has been studied both in solution and in the gas phase. 1H NMR data indicate that all alkyldiammonium ions have inclusion interactions with both hosts except for the ethanediammonium ion. In addition, if the alkyl chain of the alkyldiammonium ion is longer than n = 5 methylene groups, compressed conformation may occur, which depends on the cavity shape of the hosts and the

  对称的双环己基葫芦[6] uril（Cy2Q [6]）和六环己基葫芦[6] uril（Cy6Q [6]）与一系列烷基二铵离子（H 3+ N（CH 2）n NH 3+，n = 2-8）已在溶液和气相中进行了研究。1 H NMR数据表明，除乙烷二铵离子外，所有烷基二铵离子均与两个主体具有包合作用。另外，如果烷基二铵离子的烷基链长于n= 5个亚甲基时，可能会发生压缩构象，这取决于主体的空腔形状和烷基链的长度。等温滴定热法（ITC）的研究指出，这两个主体与后五个烷基二铵离子的主体-客体络合物是由焓驱动的。热力学数据的比较表明，范德华相互作用的焓比离子-偶极相互作用对主体-客体络合焓的贡献更大。焓的增加是由于范德华相互作用而产生的，宿主-客体复合体上熵的降低强烈受到宿主腔体形状的影响。两个主体中长烷基二铵客体的气相结构与水溶液中的气相结构完全不同。
• Lanthanide contraction effect on crystal structures of lanthanide coordination polymers with cyclohexanocucurbit[6]uril ligand
  作者：Li-Mei Zheng、Jing-Xin Liu

  DOI：10.1016/j.jssc.2016.10.008

  日期：2017.1

  Abstract A series of compounds based on the macrocyclic ligand cyclohexanocucurbit[6]uril (Cy6Q[6]) with formulas Ln(H2O)6Cy6Q[6]}·2(CdCl4)·H3O·xH2O [isomorphous with Ln=La (1), Ce (2), Pr (3) and Nd (4), x=11 (1), 11 (2), 10 (3) and 11 (4)], Sm(H2O)5Cy6Q[6]}·2(CdCl4)·H3O·10H2O (5) and Ln(H2O)5(NO3)@Cy6Q[6]}·2(CdCl4)·2H3O·xH2O [isomorphous with Ln=Gd (6), Tb (7) and Dy (8), x=8 (6), 6 (7) and 6

  摘要 基于大环配体环己葫芦[6]脲(Cy6Q[6])的一系列化合物，分子式为Ln(H2O)6Cy6Q[6]}·2(CdCl4)·H3O·x [同晶，Ln=La(1 ), Ce (2), Pr (3) 和 Nd (4), x=11 (1), 11 (2), 10 (3) 和 11 (4)], Sm( )5Cy6Q[6]} ·2(CdCl4)· ·10 (5) 和 Ln( )5(NO3)@Cy6Q[6]}·2(CdCl4)·2 ·x [同晶，Ln=Gd (6), Tb (7 ) 和 Dy (8), x=8 (6), 6 (7) 和 6 (8)], 由 Cy6Q[6] 与相应的镧系元素硝酸盐在盐酸水溶液中自组装成功合成CdCl2 的存在。单晶 X 射线衍射分析表明，化合物 1-8 均以单斜空间群 P21/c 结晶，并显示出一维配位聚合物结构。还详细研究和讨论了镧系元素收缩对
• Structure and electrochemical studies on the complexation of hexacyclohexanocucurbit[6]uril with lead ion
  作者：Liguo Yang、Xin Wang、Yonghui Zhang、Zaoming Li、Haixiang Song、Yongsheng Niu、Zhu Tao、Qingyun Liu、Xin Xiao

  DOI：10.1016/j.poly.2017.12.035

  日期：2018.3

  Abstract A new supramolecular complex [Pb2(C60H72N24O12)Cl(NO3)3(H2O)3]2 (1) has been synthesized through slow evaporation of the volatiles in air at room temperature from a mixed solution of Cy6Q[6] and Pb(NO3)2. The interaction between Cy6Q[6] and Pb2+ cation has been studied by single crystal X-ray diffraction studies in the solid state and by electrochemical analysis in aqueous solution. Experimental

  摘要通过在室温下从Cy6Q [6]和Pb（）的混合溶液中缓慢蒸发挥发物，合成了一种新的超分子复合物[Pb2（C60H72N24O12）Cl（NO3）3（H2O）3] 2（1）。 3）2。Cy6Q [6]与Pb2 +阳离子之间的相互作用已通过固态单晶X射线衍射研究和水溶液中的电化学分析进行了研究。实验结果表明，复合物1中Cy6Q [6]和Pb2 +的比例为1：2。
• Macrocycle-based metal ion complexation: a study of the lanthanide contraction effect towards hexacyclohexanocucurbit[6]uil
  作者：Xiao Qin、Xin-Long Ni、Jing-Xu Hu、Kai Chen、Yun-Qian Zhang、Carl Redshaw、Qian-Jiang Zhu、Sai-Feng Xue、Zhu Tao

  DOI：10.1039/c2ce26225h

  日期：——

  In the present study, the lanthanide(III) contraction effect induced coordination architectures of HCyHQ[6] have been studied. The results, including fifteen crystal structures, indicate that although lanthanide metal ions have similar chemical properties mostly, their slightly different ionic radii play a key role in the formation of different supramolecular self-assembly types of HCyHQ[6]. As a result, the ionic radius-dependent complexes of HCyHQ[6] can be structurally classified into four groups: HCyHQ[6]-pair, HCyHQ[6]-molecular bowl, Ln–HCyHQ[6] one dimensional coordination polymer, and HCyHQ[6]-molecular capsule.

  本研究对镧系元素（III）收缩效应诱导的 HCyHQ[6]配位结构进行了研究。包括 15 个晶体结构在内的研究结果表明，虽然镧系金属离子大多具有相似的化学性质，但它们略微不同的离子半径在 HCyHQ[6] 不同超分子自组装类型的形成过程中起到了关键作用。因此，与离子半径有关的 HCyHQ[6] 复合物在结构上可分为四类：HCyHQ[6]对、HCyHQ[6]分子碗、Ln-HCyHQ[6]一维配位聚合物和 HCyHQ[6] 分子囊。