cyclopentanoglycoluril | 485368-73-8

• 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: cyclopentanoglycoluril
• 英文别名: 3a,6a-cyclopentanoglycoluril；2,4,6,8-Tetrazatricyclo[3.3.3.01,5]undecane-3,7-dione
• CAS: 485368-73-8
• 化学式: C₇H₁₀N₄O₂
• 分子量: 182.182
• InChiKey: LBTQRUCOCWUIKB-UHFFFAOYSA-N

物化性质

• 熔点：
  >310 °C (decomp)
• 沸点：
  760.5±60.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  82.3
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyclopentanoglycoluril 生成 3,7-Diethoxy-2,4,6,8-tetrazatricyclo[3.3.3.01,5]undeca-2,7-diene
  参考文献：
  名称：

  GOMPPER, RUDOLF;NOTH, HEINRICH;RATTAY, WILFRIED;SCHWARZENSTEINER, MARIE-L+, ANGEW. CHEM., 99,(1987) N 10, 1071-1073

  摘要：

  DOI：
• 作为产物：
  描述：

  环辛烷-1,2-二酮 、 尿素 在 三氟乙酸 作用下， 以 苯 为溶剂， 反应 16.0h， 以12%的产率得到cyclopentanoglycoluril
  参考文献：
  名称：

  Water-and organic-soluble cucurbituril derivatives, their preparation methods, their separation methods and uses

  摘要：

  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。

  公开号：

  US20030212268A1

文献信息

• [EN] METHOD FOR PREPARING CUCURBITURILS<br/>[FR] PROCEDE DE PREPARATION DE CUCURBITURILES
  申请人：UNISEARCH LTD

  公开号：WO2005026168A1

  公开（公告）日：2005-03-24

  The invention relates to a method for preparing cucurbiturils. The method comprises reacting an oligomer consisting of 2 to 11 linked glycolurils or glycoluril analogues with one or more compounds selected from glycoluril, glycoluril analogues and/or oligomers of glycoluril or glycoluril analogues, in the presence of an acid, to form a cucurbituril. The method can be used to prepare variably substituted cucurbiturils having specific substituted units at specific locations in the cucurbituril. The invention also provides cucurbiturils prepared by the method of the invention. The invention further provides novel cucurbiturils.

  本发明涉及一种制备葫芦烷的方法。该方法包括在酸的存在下，将由2到11个连接的甘氨酸或甘氨酸类似物组成的寡聚体与甘氨酸、甘氨酸类似物和/或甘氨酸或甘氨酸类似物的寡聚体中的一个或多个化合物反应，形成葫芦烷。该方法可用于制备在葫芦烷中具有特定取代单元的可变取代葫芦烷。本发明还提供了通过本发明方法制备的葫芦烷。本发明还提供了新的葫芦烷。
• Crystal structures of three partially cyclopentano-substituted cucurbit[6]urils
  作者：Li-Hui Wu、Xin-Long Ni、Feng Wu、Yun-Qian Zhang、Qian-Jiang Zhu、Sai-Feng Xue、Zhu Tao

  DOI：10.1016/j.molstruc.2008.10.057

  日期：2009.2

  Three new alkyl-substituted cucurbit[6]urils, symmetrical tetracyclopentano cucurbit[6]uril TCyPO[6]}, meta-tricyclopentano cucurbit[6]uril m-TriCyPQ[6]} and meta-dicyclopentano cucurbit[6]uril m-(CyP)(2)Q[6]}, were synthesized by using the controlled synthesis utilizing the readily available dimer of the unsubstituted glycouril, diether of cyclopentano glycoluril and the unsubstituted glycouril. These partial cyclopentano-substituted cucurbit[6]urils were characterized by single-crystal X-ray diffractions. In the crystal structure of compounds 2TCyPQ[6]}center dot 57H(2)O (1) and m-TriCyPQ[6]}center dot 23H(2)O (2), both of Q[6]s formed a molecular capsule included water molecules, and the capsules assembled one-dimensional supramolecular chains through the hydrogen bonding. In the crystal structure of compound 2m-(CyP)(2)Q[6]}center dot(HV)(2+)center dot 4Cl(-)center dot 2(H3O)(+)center dot 44H(2)O (3), a dumbbell shape host-guest inclusion complex N,N-dihexyl-4,4'-bipyridinium(HV2+) with m-(CyP)(2)Q[6] was formed, the m-(CyP)(2)Q[6] host selectively included the alkyl moiety of the guest through the hydrophobic cavity interaction and the ion-dipole interaction. (C) 2008 Elsevier B.V. All rights reserved.
• Locating the Cyclopentano Cousins of the Cucurbit[<i>n</i>]uril Family
  作者：Feng Wu、Li-Hui Wu、Xin Xiao、Yun-Qian Zhang、Sai-Feng Xue、Zhu Tao、Anthony I. Day

  DOI：10.1021/jo2021778

  日期：2012.1.6

  The synthesis of the first family of fully substituted cuc-urbit[n]uril is discussed, and the structural features of precursor glycolurils are highlighted in their importance to achieving higher homologues. The members of the family, where n = 5-7, have been fully characterized, and increased binding affinities have been identified for dioxane in CyP(6)Q[6] and adamantyl NH3+ in CyP(7)Q[7]. A higher homologue is indicated but not conclusively identified.
• Coordination of fully substituted cyclopentano cucurbit[5]uril with alkali cation in the presence of tetrachloridezicate anion
  作者：Lian Tong Wei、Yun Qian Zhang、Kai Zhi Zhou、Lin Ling Zhan、Yun Xia Qu、Zhu Tao、Pei Hua Ma

  DOI：10.1016/j.ica.2016.01.041

  日期：2016.4

  Coordination of fully substituted cyclopentano cucurbit[5]uril (CyP(5)Q[5]) with an alkali cation (A(+)) in the presence of tetrachloridezicate anions was investigated. Single-crystal X-ray diffraction analysis revealed that the CyP(5)Q[5]-Na+ and K+-[ZnCl4](2) -HCl interaction systems yielded an A(+)/Cl @CyP(5)Q[5]/A(+)-type molecular capsule, and that a chloride anion was included in the cavity of the CyP(5)Q[5] molecule. [ZnCl4](2) anions were not involved in direct coordination with the A(+)/Cl @CyP(5)Q[5]/A(+) capsule. The CyP(5)Q[5]-Rb+ and Cs+-[ZnCl4](2) -HCl interaction systems yielded an A(+)/CyP(5)Q[5]/A(+)-type molecular capsule shell, and no chloride anions were included in the cavity of the CyP(5)Q[5] molecule. [ZnCl4](2) anions directly interacted with coordinated Rb+ or Cs+ cations through electrostatic interaction, and [ZnCl4](2) anions in particular played the role of linkers, resulting in the formation of a linear supramolecular assembly center dot center dot center dot[ZnCl4](2) -A+/Cl @CyP(5)Q[5]/A(+)-[ZnCl4](2) -A+/Cl @CyP(5)Q[5]/A(+) center dot center dot center dot. Close inspection revealed that the obtained CyP(5)Q[5]/A(+)-based supramolecular assemblies (A = Na, K, Rb, Cs) presented different porous conformation and could show different absorption properties. (C) 2016 Published by Elsevier B.V.