naphtho-21-crown-7 | 91859-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphtho-21-crown-7
• 英文别名: 2,5,8,11,14,17,20-Heptaoxatricyclo[19.8.0.023,28]nonacosa-1(29),21,23,25,27-pentaene
• CAS: 91859-87-9
• 化学式: C₂₂H₃₀O₇
• 分子量: 406.476
• InChiKey: BFWFMVWEBPMVPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  、 、 naphtho-21-crown-7 在 2,6-二甲基吡啶 、 tetrakis(actonitrile)copper(I) hexafluorophosphate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 以82%的产率得到
  参考文献：
  名称：

  Synthesis of a bistable [3]rotaxane and its pH-controlled intramolecular charge-transfer behavior

  摘要：

  A [3]rotaxane 1 involving two naphtho-21-crown-7 (N21C7) rings and a dumbbell-shaped component 4 was synthesized. The dumbbell-shape molecule 4 contains one viologen nucleus, two secondary alkyl ammonium sites and two phenyl stoppers. After threading the N21C7 ring with the thread-like ammonium guest 3, the copper(I)-catalyzed Huisgen alkyne-azide 1,3-dipolar cycloaddition (CuAAC "click" reaction), was performed to connect the pseudorotaxanes with viologen unit 2 and generate 1. Through treating the [3]rotaxane by the base and acid circularly, the two N21C7 rings can make shuttling motion along the axle. Meanwhile the distance between the electron-deficient viologen unit and the electron-rich naphthol group can be adjusted precisely along with a remarkable intramolecular charge-transfer (CT) behavior. (c) 2013 Yu Liu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.04.007
• 作为产物：
  描述：

  2-(2'-(2''-Chloroethoxy)ethoxy)ethyl-2-tetrahydro-2H-pyran 在 盐酸 、 cesium hydroxide 、 sodium hydroxide 、 对甲苯磺酰氯 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 正丁醇 为溶剂， 反应 31.0h， 生成 naphtho-21-crown-7
  参考文献：
  名称：

  Czech, B.; Czech, A.; Bartsch, R. A., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 341 - 343

  摘要：

  DOI：

文献信息

• [2]Pseudorotaxanes Based on Naphtho-21-crown-7 and Secondary Dialkylammonium Salts: Remarkably Improved Association Constants Among Four Threaded Structures
  作者：Qizhong Zhou、Yan Luo、Huajiang Jiang、Yuyuan Ye、Quan Zhang、Guoliang Dai、Rener Chen

  DOI：10.1002/cjoc.201400049

  日期：2014.4

  This research article is focused on the recognition interaction of a new host naphtho‐21‐crown‐7 and four secondary dialkylammonium salts. In acetone, they can form 1:1 host‐guest complexes which belong to slow‐exchange systems. We also found the differences of binding affinity and binding selectivity between the host and its complementary guest moieties, which could be ascribed to the aromatic π‐π

  本文的研究重点是新型宿主萘21-冠-7和四种仲二烷基铵盐的识别相互作用。在丙酮中，它们可以形成1：1客体复合物，它们属于慢交换系统。我们还发现了宿主及其互补客体部分之间的结合亲和力和结合选择性的差异，这可以归因于芳族π-π堆积效应以及由于电子吸收能力的提高，N-亚甲基和铵氢的酸度增加识别基序中的从丁基到甲氧基苯基到苯基到对-氰基苯基的取代基。
• CZECH, B.;CZECH, A.;BARTSCH, R. A., J. HETEROCYCL. CHEM., 1984, 21, N 2, 341-343
  作者：CZECH, B.、CZECH, A.、BARTSCH, R. A.

  DOI：——

  日期：——