9,10‐bis[di(2′‐hydroxylethyl)aminomethyl]anthracene | 19926-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10‐bis[di(2′‐hydroxylethyl)aminomethyl]anthracene
• 英文别名: 9,10-bisanthracene；9,10-bis[di(2′-hydroxylethyl)aminomethyl]anthracene；9,10-bis{[N,N-di(2-hydroxyethyl)amino]methyl}anthracene；9,10-bis(N,N-[2-hydroxyethyl]aminomethyl)anthracene；9,10-bis[bis(2'-hydroxyethyl)aminomethyl]anthracene；9,10-bis-{[bis-(2-hydroxy-ethyl)-amino]-methyl}-anthracene；Ethanol, 2,2',2'',2'''-[9,10-anthracenediylbis(methylenenitrilo)]tetrakis-；2-[[10-[[bis(2-hydroxyethyl)amino]methyl]anthracen-9-yl]methyl-(2-hydroxyethyl)amino]ethanol
• CAS: 19926-08-0
• 化学式: C₂₄H₃₂N₂O₄
• 分子量: 412.529
• InChiKey: YJMAXCRSVMVTMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  87.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9,10‐bis[di(2′‐hydroxylethyl)aminomethyl]anthracene 在 氯化亚砜 、 potassium iodide 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 240.25h， 生成
  参考文献：
  名称：

  NHC Tetranuclear Silver(I) Complexes and Intramolecular Extended π–π Interactions

  摘要：

  A series of new acyclic tetrazolium salts featuring a central anthracence building block which were 9,10-substituted with (N-R-azolium CH2CH2)(2)NCH2-groups were prepared (azolium = benzimidazolium or imidazolium, R = picolyl, ethyl, butyl, or benzyl). These tetrazolium salts were metalated with silver(I) leading to four novel NHC tetranuclear complexes 1-4. Molecular structures of 1-4 and one tetraimidazolium salt (LH4)-H-1 center dot(HgI4)(2) were established by H-1 NMR, C-13 NMR spectroscopy and X-ray crystallography. Silver(I) eta(3)-arene interactions exist in complex 1. Each molecule of complexes 2-4 contains one 42-membered and two 21-membered macrometallocycles. It was interesting to observe intramolecular extended pi-pi interactions originated from imidazole anthracene anthracene imidazole in complexes 3 and 4. In addition, the fluorescence emission spectra of the complexes and the tetrazolium salts were studied.

  DOI：

  10.1021/acs.organomet.5b00188
• 作为产物：
  描述：

  蒽 在 盐酸 、 potassium carbonate 、 potassium iodide 作用下， 以 水 、 乙腈 为溶剂， 反应 36.0h， 生成 9,10‐bis[di(2′‐hydroxylethyl)aminomethyl]anthracene
  参考文献：
  名称：

  基于功能化四齿咪唑鎓盐的NHC-PdCl2物种在三种C-C偶联反应中的催化活性

  摘要：

  合成并表征了功能化的四齿咪唑鎓盐9,10-双{di [2 [-（N-乙基咪唑鎓-1-基）乙基]氨基甲基}蒽四（六氟磷酸盐）（1）。在Suzuki-Miyaura，Heck-Mizoroki和Sonogashira反应中测试了由化合物1和PdCl 2形成的NHC-PdCl 2物种的催化活性。结果表明，该催化体系对以上三种类型的C-C偶联反应均有效。

  DOI：

  10.1002/aoc.4429

文献信息

• 四齿苯并喹唑啉盐化合物及其制备方法与应 用
  申请人：天津师范大学

  公开号：CN108069912B

  公开（公告）日：2020-11-10

  本发明公开了一种四齿苯并喹唑啉盐化合物的制备方法及其应用。它是在有机溶剂中以蒽为原料，与多聚甲醛、二氧六环、浓硫酸和氯化钠反应得到9,10‑二氯甲基蒽，再与二乙醇胺合成9,10‑二[二(2’‑羟乙基)氨甲基]蒽，再与氯化亚砜合成9,10‑二[二(2’‑氯乙基)氨甲基]蒽，然后将其与N‑取代的苯并喹唑啉反应生成9,10‑二二[2’‑(N‑乙基苯并喹唑啉)乙基]氨甲基}蒽四碘盐，再与NH4PF6进行阴离子交换得到相应的9,10‑二二[2’‑(N‑乙基苯并喹唑啉)乙基]氨甲基}蒽六氟磷酸盐（1）。本发明的四齿苯并喹唑啉盐化合物制备简洁、荧光感光效果明显的优点，对一些特定的离子敏感，可以用来制作荧光分子识别体系和紫外的识别体系，主要应用于荧光识别技术领域。
• Preparation of anthracene-based tetraperimidine hexafluorophosphate and selective recognition of chromium(III) ions
  作者：Qing-Xiang Liu、Feng Yang、Zhi-Xiang Zhao、Shao-Cong Yu、Yue Ding

  DOI：10.3762/bjoc.15.278

  日期：——

  A novel anthracene-based tetraperimidine hexafluorophosphate 3 was prepared, and its structure was determined through X-ray analysis, HRMS as well as 1H and 13C NMR spectroscopy. In the cationic moiety of 3, two (N-ethylperimidinyl-C2H4)2NCH2- arms were attached to the 9- and 10-positions of anthracene. In addition, compound 3 was used as a chemosensor to research the ability to recognize Cr3+ through

  制备了一种基于蒽的新颖的四亚丙基六氟磷酸酯3，并通过X射线分析，HRMS以及1H和13C NMR谱确定了其结构。在3的阳离子部分中，两个（N-乙基亚丙基-C 2 H 4）2 NCH 2-臂连接至蒽的9位和10位。此外，化合物3用作化学传感器，以研究通过荧光和UV滴定，HRMS以及1H NMR和IR光谱识别Cr3 +的能力。结果表明3是有效的Cr3 +化学传感器。
• Nitrogen Mustards
  作者：Evelyn Wilson、Max Tishler

  DOI：10.1021/ja01152a023

  日期：1951.8
• Rapp; Kornew, Ukrainskij Khimicheskij Zhurnal, 1957, vol. 23, p. 637,639
  作者：Rapp、Kornew

  DOI：——

  日期：——
• A simple and robust PET-based anthracene-appended O-N-O chelate for sequential recognition of Fe3+/CN– ions in aqueous media and its multimodal applications
  作者：Anup Pandith、Jun-Hyeak Choi、Ok-Sang Jung、Hong-Seok Kim

  DOI：10.1016/j.ica.2018.07.007

  日期：2018.10

  A very simple, robust, and pico/nanomolar-sensitive 9,10-diethanolamine-substituted fluorescent Fe3+/CN- probe (PD) was synthesised, and its sensing abilities towards various ions were studied in mixed aqueous media. PD selectively recognised Fe3+ ions through a 'turn on' response with an excellent binding constant (K-a, 9.29x10(6)M(-1)) in 1:2 binding stoichiometry at pH 7.0 in phosphate-buffered saline (PBS). The in situ generated Fe3+center dot PD ensemble sequentially recognised CN- ions with an excellent binding constant (K-a 1.72x10(8)M(-1)) via a 'turn off' mode by extruding Fe3+ ions from the ensemble. The highly selective sequential 'on-off' responses towards Fe3+ and CN- ions were attributed to inhibition and restoration of photoinduced electron transfer (PET) and chelation-induced enhanced fluorescence (CHEF) effects from the chelating N and O heteroatoms. PD was able to detect Fe3+ and CN- ions in real water samples satisfactorily at picomolar to sub-nanomolar levels. A colorimetric assay based on pyrocatechol violet (PCV) was also able to detect Fe3+/CN- in a sequential manner (up to sub-micromolar level) by a change in colour from colourless to yellow/pale green without any interferences from other ions. Based on the complexation and decomplexation mechanism, bio-imaging photonic INHIBIT logic circuit strips were prepared for use under physiological conditions. In addition, solid-phase recognition of Fe3+/CN- ions was demonstrated using cost-effective paper-based strips.