3,5-bis[3',5'-bis(2"-oxymethylnaphthyl)benzyloxy]benzyl bromide | 176650-90-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,5-bis[3',5'-bis(2"-oxymethylnaphthyl)benzyloxy]benzyl bromide
• 英文别名: 2-[[3-[[3-[[3,5-Bis(naphthalen-2-ylmethoxy)phenyl]methoxy]-5-(bromomethyl)phenoxy]methyl]-5-(naphthalen-2-ylmethoxy)phenoxy]methyl]naphthalene
• CAS: 176650-90-1
• 化学式: C₆₅H₅₁BrO₆
• 分子量: 1008.02
• InChiKey: SJDKMFDNNGUSAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.3
• 重原子数：
  72
• 可旋转键数：
  19
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-bis[3',5'-bis(2"-oxymethylnaphthyl)benzyloxy]benzyl bromide 、 3-羟基-N,N-二甲基苯胺 在 18-冠醚-6 、 potassium carbonate 作用下， 生成 (3-{3,5-Bis-[3,5-bis-(naphthalen-2-ylmethoxy)-benzyloxy]-benzyloxy}-phenyl)-dimethyl-amine
  参考文献：
  名称：

  Chromophore-Labeled Dendrons as Light Harvesting Antennae

  摘要：

  A novel series of polyether dendrimer segments (dendrons) end-clipped with pyrenyl, naphthyl, or methyl groups has been prepared by a convergent growth method. Steady-state fluorescence measurements indicate the absence of intramolecular naphthalene excimer in the naphthyl-capped dendrons. However, in the pyrenyl-capped dendrons, excimer emission predominates. Fluorescence from both the naphthyl monomer and pyrenyl excimer are quenched when a suitable electron donor (e.g., a 3-[dimethylamino]phenoxy group) is covalently attached at the dendron focal point. No sensitized emission from the dendron backbone is observed in the chromophore-labeled dendrons, although the control methyl-capped dendron fluoresces weakly at 310 nn when excited at 284 nm. Absorption and fluorescence spectra, fluorescence quantum yields, and fluorescence lifetimes for the chromophore-labeled dendrons are reported.

  DOI：

  10.1021/ja954021i
• 作为产物：
  描述：

  3,5-二羟基苯甲酸 在 18-冠醚-6 、 四溴化碳 、 硼烷 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 107.0h， 生成 3,5-bis[3',5'-bis(2"-oxymethylnaphthyl)benzyloxy]benzyl bromide
  参考文献：
  名称：

  Chromophore-Labeled Dendrons as Light Harvesting Antennae

  摘要：

  A novel series of polyether dendrimer segments (dendrons) end-clipped with pyrenyl, naphthyl, or methyl groups has been prepared by a convergent growth method. Steady-state fluorescence measurements indicate the absence of intramolecular naphthalene excimer in the naphthyl-capped dendrons. However, in the pyrenyl-capped dendrons, excimer emission predominates. Fluorescence from both the naphthyl monomer and pyrenyl excimer are quenched when a suitable electron donor (e.g., a 3-[dimethylamino]phenoxy group) is covalently attached at the dendron focal point. No sensitized emission from the dendron backbone is observed in the chromophore-labeled dendrons, although the control methyl-capped dendron fluoresces weakly at 310 nn when excited at 284 nm. Absorption and fluorescence spectra, fluorescence quantum yields, and fluorescence lifetimes for the chromophore-labeled dendrons are reported.

  DOI：

  10.1021/ja954021i

文献信息

• Photophysical, photochemical, and electrochemical properties of dendrimers with a dimethoxybenzil core
  作者：Carlo Giansante、Paola Ceroni、Vincenzo Balzani、Mauro Maestri、Sang-Kyu Lee、Fritz Vögtle

  DOI：10.1039/b615196e

  日期：——

  the dimethoxybenzil core to the T1 excited state of the naphthalene units takes place at 77 K, but not at 298 K, because the T1 excited state of the dimethoxybenzil core moves to energy lower than that of the naphthalene chromophore. The photochemical results show that the dimethoxybenzil core maintains its intrinsic photoreactivity toward dioxygen, and that on increasing dendrimer generation a photoreaction

  三个树枝状聚合物，由二甲氧基苯甲芯和含有两个（G0），四个（G1）和八个（G2）萘 外围的单位为零（G0）， 二 （G1），并合成了分支中的六个（G2）二甲氧基苯单元，并研究了它们的光物理，光化学和电化学性质。为了便于比较，二甲氧基苯 （兆字节）和包含四个的树枝 萘 和三个二甲氧基苯单元（D2）也已进行了研究。树枝状聚合物在基态下的性质（吸收光谱和电化学行为）是它们的非相互作用组分单元所期望的性质。然而，激发态的性质基本上由二甲氧基苯甲醚核与二甲氧基苯甲腈之间的电子相互作用控制。萘分支中包含的单位。在二氯甲烷–氯仿在298 K时为1：1（v / v）的溶液，从最低激发态（S 1）的能量转移开始。萘二甲氧基苯核心的较低的S 1激发态的单元发生率很高。在77 K的刚性基质中，对二甲氧基苯甲醚发色团的选择性激发产生了一个发射带，该发射带表现出光谱演化：在毫秒级时，它显示出的光谱特征与二甲氧基苯中
• A Dendrimer-Based Electron Antenna:  Paired Electron-Transfer Reactions in Dendrimers with a 4,4‘-Bipyridine Core and Naphthalene Peripheral Groups
  作者：Tarek H. Ghaddar、James F. Wishart、David W. Thompson、James K. Whitesell、Marye Anne Fox

  DOI：10.1021/ja020103c

  日期：2002.7.1

  Paired electron transfers (ET) induced by the absorption of two photons by synthetic dendrimers are observed in first-, second-, and third-generation dendrimers comprised of a viologen-like core and an array of naphthalene peripheral groups. Flash photolysis and transient absorption techniques show that the yield of photoinduced double ET depends on laser intensity in the two largest dendrimers, NBV2(+2) and NBV3(+2). Their photochemical behavior thus requires an unusual multiphoton kinetic scheme. These dendrimers constitute the first synthetic models capable of multiple electron redox events deriving from a defined molecular architecture, thus mimicking natural light-collecting antenna systems.
• Gas-Phase Host-Guest Chemistry of Dendritic Viologens and Molecular Tweezers: A Remarkably Strong Effect on Dication Stability
  作者：Christoph A. Schalley、Carla Verhaelen、Frank-Gerrit Klärner、Uwe Hahn、Fritz Vögtle

  DOI：10.1002/anie.200461872

  日期：2005.1.7