5,6,14,15-二苯并-4,7,13,16-四氧杂-1,10-二氮杂环十八碳-5,14-二烯 | 36080-67-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5,6,14,15-二苯并-4,7,13,16-四氧杂-1,10-二氮杂环十八碳-5,14-二烯
• 英文名称: 4,13-diazadibenzo-18-crown-6
• 英文别名: diazadibenzo-18-crown-6；5,6,14,15-Dibenzo-4,7,13,16-tetraoxa-1,10-diazacycloocta-5,14-dien；7,8,9,10,18,19,20,21-octahydro-6H,17H-5,11,16,22-tetraoxa-8,19-diaza-dibenzo[a,j]cyclooctadecene；sym-dibenzo-18-crown-OONOON；6,7,8,9,10,17,18,19,20,21-Decahydrodibenzo[b,k][1,4,10,13,7,16]tetraoxadiazacyclooctadecine；2,8,15,21-tetraoxa-5,18-diazatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene
• CAS: 36080-67-8
• 化学式: C₂₀H₂₆N₂O₄
• 分子量: 358.437
• InChiKey: KWGSPXGTEKQIOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-羟基-5-硝基苄溴 、 5,6,14,15-二苯并-4,7,13,16-四氧杂-1,10-二氮杂环十八碳-5,14-二烯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到N,N'-bis(2-hydroxy-5-nitrobenzyl)-4,13-diazadibenzo-18-crown-6
  参考文献：
  名称：

  Chromogenic and Fluorogenic Crown Ether Compounds for the Selective Extraction and Determination of Hg(II)

  摘要：

  Two novel crown ether compounds, N,N'-bis(2-hydroxy-5-nitrobenzyl)-4,13-diazadibenzo-18-crown-6 (CCE) and N,N'-bis(7-hydroxy-4-methylcoumarin-8-methylene)-4,13-diazadibenzo-18-crown-6 (FCE), have been synthesized as potential reagents for the selective extraction and determination of heavy metal ions, Characterizations of the acid-base reactivity and the heavy metal ion extraction capabilities are reported, Both CCE and FCE undergo four-step ionization processes with associated tautomeric transformations and form stable complexes with divalent metal cations that can be extracted into 1,2-dichloroethane, Extraction constants for Ba(II), Ca(II), Cd(II), Cu(II), Hg(II), Pb(II), and Sr(II) have been determined for both reagents, For CCE, the extraction order is Hg(II) much greater than Pb(II) > Cu(II) > Cd(II) > Ca(II) > Sr(II) > Ba(II), whereas the order for FCE is Hg(II) much greater than Cu(II) > Pb(II) > Cd(II) > Ca(II) > Sr(II) > Ba(II), The selectivity of CCE for Hg(II) over the next-best-extracted cation, Pb(II), is similar to 2 x 10(7) and that of FCE for Hg(II) over next-best-extracted cation, Cu(II), is similar to 5 x 10(6), Potential applications to chemical analysis, based on the unprecedented selectivity of both reagents for Hg(II), are briefly examined.

  DOI：

  10.1021/ac00118a012
• 作为产物：
  描述：

  N,N'-ditosyl-4,13-diazadibenzo-18-crown-6 生成 5,6,14,15-二苯并-4,7,13,16-四氧杂-1,10-二氮杂环十八碳-5,14-二烯
  参考文献：
  名称：

  Benzocrown amino ethers

  摘要：

  DOI：

  10.1021/jo00889a051

文献信息

• Formation of complexes between aza derivatives of crown ethers and primary alkylammonium salts. Part 4. Diaza-18-crown-6 derivatives
  作者：Leslie C. Hodgkinson、Martin R. Johnson、Stephen J. Leigh、Neil Spencer、Ian O. Sutherland、Roger F. Newton

  DOI：10.1039/p19790002193

  日期：——

  dibenzo-18-crown-6 (9b) form strong complexes in methylene chloride with primary alkylammonium thiocyanates. The n.m.r. spectra of these complexes show temperature dependence which can be explained in the terms of different types of guest exchange processes. The complexes of the dibenzo-18-crown-6 analogue (9b) appear to exist in one form only but the spectra of the complexes of the other 18-crown-6 analogues

  18-crown-6（7b）和（10b），苯并18-crown-6（8b）和二苯并18-18-crown-6（9b）的Diaza类似物在二氯甲烷中与伯烷基硫氰酸铵形成强络合物。这些配合物的核磁共振谱显示出温度依赖性，这可以用客体交换过程的不同类型来解释。dibenzo-18-crown-6类似物（9b）的配合物似乎仅以一种形式存在，但其他18-crown-6类似物（7b），（8b）和（10b）的配合物光谱表明两种或多种不同类型的复合物处于平衡状态。讨论了这些密切相关但不同的物种的可能性质。
• Synthesis of diazadibenzo-18-crown-6 ligands with appended chromophoric and fluorophoric groups as potential metal ion chemosensors
  作者：Guo-Ping Xue、Paul B. Savage、Krzysztof E. Krakowiak、Reed M. Izatt、Jerald S. Bradshaw

  DOI：10.1002/jhet.5570380631

  日期：2001.11

  Six new diazadibenzo-18-crown-6 ligands substituted with two each of 8-hydroxyquinoline (7), 8-amino-quinoline (attached through its C-2 or C-7 position) (12 and 13), 8-methoxyquinoline (18), 5-chloro-8-methoxyquinoline (19), and dansylamidoethyl (21) side arms were synthesized as potential metal ion chemosensors and potential reagents for the selective extraction of certain metal ions from aqueous

  六个新的重氮二苯并18-18冠-6配体分别被8-羟基喹啉（7），8-氨基喹啉（通过其C-2或C-7位置连接）（12和13），8-甲氧基喹啉中的两个取代18）合成了5-氯-8-甲氧基喹啉（19）和dansylamidoethyl（21）侧臂作为潜在的金属离子化学传感器和潜在的试剂，用于从水溶液中选择性提取某些金属离子。配体7，12，13，18，和19，通过二苯并-18-冠-6（还原胺化合成5）及相应的quinolinecarboxaldehydes。双（丹西酰胺基乙基）取代的配体21通过用N-丹磺酰氮丙啶（20）处理二氮杂皇冠醚5来合成。
• [18F] fluoride cryptate complexes for radiolabeling fluorinations
  申请人：Naguib Yousry M. A.

  公开号：US10633396B2

  公开（公告）日：2020-04-28

  The present invention claims UV detectable (λ>210 nm) potassium [18F]fluoride diaryl- and aryl-fused [2.2.2]cryptate complexes suitable for performing radio-labeling reactions to generate [18F] fluorinated species.

  本发明要求紫外线可检测（λ>210 nm）的[18F]氟化钾二芳基和芳基融合[2.2.2]隐酸盐络合物，适用于进行放射性标记反应以生成[18F]氟化物种。
• The application of ultrasound to N-methylation of diazacoronands
  作者：Janusz Jurczak、Ryszard Ostaszewski

  DOI：10.1016/s0040-4039(00)82493-4

  日期：1988.1
• HOEGBERG S. A. G.; CRAM D. J., J. ORG. CHEM. <JOCE-AH>, 1975, 40, NO 1, 151-152
  作者：HOEGBERG S. A. G.、 CRAM D. J.

  DOI：——

  日期：——