2,9-bis(p-hydroxymethylphenyl)-1,10-phenanthroline | 157523-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,9-bis(p-hydroxymethylphenyl)-1,10-phenanthroline
• 英文别名: [4-[9-[4-(hydroxymethyl)phenyl]-1,10-phenanthrolin-2-yl]phenyl]methanol
• CAS: 157523-11-0
• 化学式: C₂₆H₂₀N₂O₂
• 分子量: 392.457
• InChiKey: YWAQDLUIPMBYAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  66.24
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,9-bis(p-hydroxymethylphenyl)-1,10-phenanthroline 在 manganese(IV) oxide 、 jones reagent 作用下， 以 丙酮 为溶剂， 反应 6.0h， 生成 2,9-Bis(p-carboxyphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  Spectral sensitization of large-band-gap semiconductors (thin films and ceramics) by a carboxylated bis(1,10-phenanthroline)copper(I) complex

  摘要：

  Photoelectrochemical cells based on colloidal films of titanium dioxide and zinc oxide ceramic electrodes sensitized by a bis(2,9-diphenyl-1,10-phenanthroline)copper(i) complex modified at the para positions with NaO2C groups, were investigated in an aqueous medium using hydroquinone as electron donor. The sensitizing effect is greater with the films due to the enhanced geometric area projection. The photocurrent-action spectrum obtained with this complex covers almost the whole of the solar visible region. The quantum efficiency was found to depend on the degree of surface coverage by the complex. In a solar-cell arrangement the open-circuit photovoltage was 0.6 V with a small short-circuit photocurrent of ca. 0.6 mA cm-2 in iodide-containing propylene carbonate.

  DOI：

  10.1039/dt9940001649
• 作为产物：
  描述：

  2-((4-bromobenzyl)oxy)tetrahydro-2H-pyran 在 正丁基锂 、 对甲苯磺酸 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 13.0h， 生成 2,9-bis(p-hydroxymethylphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  Spectral sensitization of large-band-gap semiconductors (thin films and ceramics) by a carboxylated bis(1,10-phenanthroline)copper(I) complex

  摘要：

  Photoelectrochemical cells based on colloidal films of titanium dioxide and zinc oxide ceramic electrodes sensitized by a bis(2,9-diphenyl-1,10-phenanthroline)copper(i) complex modified at the para positions with NaO2C groups, were investigated in an aqueous medium using hydroquinone as electron donor. The sensitizing effect is greater with the films due to the enhanced geometric area projection. The photocurrent-action spectrum obtained with this complex covers almost the whole of the solar visible region. The quantum efficiency was found to depend on the degree of surface coverage by the complex. In a solar-cell arrangement the open-circuit photovoltage was 0.6 V with a small short-circuit photocurrent of ca. 0.6 mA cm-2 in iodide-containing propylene carbonate.

  DOI：

  10.1039/dt9940001649

文献信息

• Macrocyclization on the fullerene core: Direct regio- and diastereoselective multi-functionalization of [60]fullerene, and synthesis of fullerene-dendrimer derivatives
  作者：Jean-François Nierengarten、Tilo Habicher、Roland Kessinger、Francesca Cardullo、François Diederich、Volker Gramlich、Jean-Paul Gisselbrecht、Corinne Boudon、Maurice Gross

  DOI：10.1002/hlca.19970800721

  日期：1997.11.3

  induce dramatic changes in the chiroptical properties of the tether chromophore such as strong enhancement and reversal of sign of the Cotton effects in the circular dichroism (CD) spectra (Figs. 4 and 5). By the same method, the functionafized bis-adducts 50 and 51 (Schemes 10 and 11) were prepared as initiator cores for the synthesis of the fullerene dendrimers 62, 63, and 66 (Schemes 12 and 13) by

  双重Bingel反应中的buckminsterfullerene，C 60和双丙二酸酯衍生物之间的大环化为制备具有高区域选择性和非对映选择性的C 60的共价双加合物提供了一种通用而简单的方法。光谱分析，立体化学因素和X射线晶体学的结合（图2）表明，在可能的进，出和出立体异构体中，双丙二酸酯的反应由o-联结，间-或对-亚二甲苯基系链仅提供外链式（方案1）。相反，使用衍生自1,10-菲咯啉的较大束缚物也提供了进出产品的第一个示例（±）-19（方案2）。从光学纯的双丙二酸酯衍生物开始，新的双官能化方法允许光学活性的富勒烯衍生物的非对映选择性制备（方案4和5），并最终实现了光学活性的顺式对映体的对映选择性制备（对映体过量ee> 97％）。3个双加合物，它们的手性完全由加成模式引起（图6）。具有光学活性的9,9'-spirobi [9 H]的双丙二酸酯的大环固定-芴]衍生的系绳至C 60下产生的24和耳鼻喉科-
• Synthesis of new copper(I)-complexed rotaxanes via click chemistry
  作者：Stéphanie Durot、Pierre Mobian、Jean-Paul Collin、Jean-Pierre Sauvage

  DOI：10.1016/j.tet.2008.05.078

  日期：2008.9

  The Cu(I)-catalyzed dipolar cycloaddition of azides and terminal alkynes ('click' chemistry) has been used as a mild and efficient stoppering reaction for the preparation of new copper(I)-complexed rotaxanes. (C) 2008 Elsevier Ltd. All rights reserved.