3,5-Bis(N-(4,6-dimethyl-7-ethylaminocoumarin)methyl)phenol | 234096-68-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3,5-Bis(N-(4,6-dimethyl-7-ethylaminocoumarin)methyl)phenol
• 英文别名: 7-[[3-[[(4,6-Dimethyl-2-oxochromen-7-yl)-ethylamino]methyl]-5-hydroxyphenyl]methyl-ethylamino]-4,6-dimethylchromen-2-one；7-[[3-[[(4,6-dimethyl-2-oxochromen-7-yl)-ethylamino]methyl]-5-hydroxyphenyl]methyl-ethylamino]-4,6-dimethylchromen-2-one
• CAS: 234096-68-5
• 化学式: C₃₄H₃₆N₂O₅
• 分子量: 552.67
• InChiKey: RSLTYGUUINQHPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  79.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4,4'-双(溴甲基)-2,2'-联吡啶 、 3,5-Bis(N-(4,6-dimethyl-7-ethylaminocoumarin)methyl)phenol 在 18-冠醚-6 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 72.0h， 生成 7-[[3-[[2-[4-[[3,5-Bis[[(4,6-dimethyl-2-oxochromen-7-yl)-ethylamino]methyl]phenoxy]methyl]pyridin-2-yl]pyridin-4-yl]methoxy]-5-[[(4,6-dimethyl-2-oxochromen-7-yl)-ethylamino]methyl]phenyl]methyl-ethylamino]-4,6-dimethylchromen-2-one
  参考文献：
  名称：

  First Generation Light-Harvesting Dendrimers with a [Ru(bpy)3]2+ Core and Aryl Ether Ligands Functionalized with Coumarin 450

  摘要：

  DOI：

  10.1002/1521-3773(20001201)39:23<4301::aid-anie4301>3.0.co;2-9
• 作为产物：
  描述：

  5-羟基间苯二甲酸二甲酯 在 4-二甲氨基吡啶 、 sodium hydroxide 、 钾硼氢 、 四溴化碳 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 lithium chloride 作用下， 以 四氢呋喃 、 乙醇 、 乙腈 为溶剂， 反应 5.0h， 生成 3,5-Bis(N-(4,6-dimethyl-7-ethylaminocoumarin)methyl)phenol
  参考文献：
  名称：

  Modular Approach to the Accelerated Convergent Growth of Laser Dye-Labeled Poly(aryl ether) Dendrimers Using a Novel Hypermonomer

  摘要：

  The synthesis of novel dendrimers functionalized with laser dyes both at the periphery and at the core, along with all relevant model compounds necessary for accurate photophysical studies, is described. The utilized synthetic strategy involves a modular approach in which a variety of peripheral and core moieties can be placed an a dendritic structure bearing electrophilic peripheral groups and a nucleophilic core. Specifically, the target macromolecules required functionalization with the laser dyes coumarin 2 (periphery) and coumarin 343 (core) due to the possibility of energy transfer from the former to the latter dye. In addition, the preparation of a novel, highly soluble and reactive hypermonomer utilized in the rapid and efficient synthesis of high-generation dye-labeled dendrimers and model compounds is outlined.

  DOI：

  10.1021/jo990776m

文献信息

• A FRET-Based Ultraviolet to Near-Infrared Frequency Converter
  作者：Jason M. Serin、Darryl W. Brousmiche、Jean M. J. Fréchet

  DOI：10.1021/ja027564i

  日期：2002.10.1

  The synthesis and photophysical characterization of a generation 1 dendrimer containing four coumarin 2 laser dyes at the periphery and a perylenebis(dicarboximide) derivative at the core are described. It was found that 99% of the UV light absorbed by the peripheral coumarin 2 donor chromophores is transferred through fluorescence resonance energy transfer (FRET) to the core acceptor. Emission from

  描述了在外围含有四个香豆素 2 激光染料和在核心处含有苝双 (二甲酰亚胺) 衍生物的第 1 代树枝状聚合物的合成和光物理表征。发现被外围香豆素 2 供体发色团吸收的 99% 的紫外光通过荧光共振能量转移 (FRET) 转移到核心受体。在近红外波段观察到通过 FRET 从核心发射，相对于直接激发放大 6.2 倍。
• Light Harvesting and Energy Transfer in Novel Convergently Constructed Dendrimers
  作者：Sylvain L. Gilat、Alex Adronov、Jean M. J. Fréchet

  DOI：10.1002/(sici)1521-3773(19990517)38:10<1422::aid-anie1422>3.0.co;2-v

  日期：1999.5.17

  focal point of a dendritic macromolecule it is possible to funnel energy harvested by the large peripheral antenna of the dendrimer (see picture on the left) efficiently and directly to the central fluorescent core (picture in the middle) by a process that does not involve the dendrimer inner backbone. The energy is then emitted as a narrow band of fluorescent radiation from the core (picture on the right)

  通过将相互作用的激光染料附着到树枝状大分子的链端和焦点，可以有效地将树枝状大分子的大外围天线（参见左图）收集的能量直接漏到中央荧光芯上（图左）在中间）的过程中不涉及树枝状大分子内部骨架。然后，能量从纤芯以窄带荧光辐射的形式发出（右图）。