{3,5-Bis-[9-(4-dodecyloxy-phenyl)-[1,10]phenanthrolin-2-yl]-phenyl}-methanol | 757248-91-2

• 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: {3,5-Bis-[9-(4-dodecyloxy-phenyl)-[1,10]phenanthrolin-2-yl]-phenyl}-methanol
• 英文别名: [3,5-Bis[9-(4-dodecoxyphenyl)-1,10-phenanthrolin-2-yl]phenyl]methanol；[3,5-bis[9-(4-dodecoxyphenyl)-1,10-phenanthrolin-2-yl]phenyl]methanol
• CAS: 757248-91-2
• 化学式: C₆₇H₇₆N₄O₃
• 分子量: 985.365
• InChiKey: PNNPPKZZCWJYEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.9
• 重原子数：
  74
• 可旋转键数：
  29
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  90.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Malonic acid mono-(3,5-bis-dodecyloxy-benzyl) ester 、 {3,5-Bis-[9-(4-dodecyloxy-phenyl)-[1,10]phenanthrolin-2-yl]-phenyl}-methanol 在 2-甲基-2-丁烯 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 以300 mg的产率得到Malonic acid 3,5-bis-dodecyloxy-benzyl ester 3,5-bis-[9-(4-dodecyloxy-phenyl)-[1,10]phenanthrolin-2-yl]-benzyl ester
  参考文献：
  名称：

  Synthesis of fullerohelicates and fine tuning of the photoinduced processes by changing the number of addends on the fullerene subunits

  摘要：

  Two fullerene-substituted m-phenylene-bis-phenanthroline ligands have been prepared. The synthesis of the first derivative (L1) is based on an esterification reaction between a C-s symmetrical cis-2 fullerene bis-adduct bearing a carboxylic acid function and a bisphenanthroline alcohol (5). The second ligand (L2) has been obtained by reaction of a bis-phenanthroline malonate (9) and C-60 under Bingel conditions. The copper(I) complexes of L1 and L2 have been prepared by treatment with a slight excess of Cu(CH3CN)(4)BF4. NMR spectroscopy and mass spectrometry analysis have unambiguously shown that these complexes are bis-copper(l) helicates substituted with two fullerene moieties. The photophysical properties of the copper(I) complexes Cu-2(L1)(2) and Cu-2(L2)(2) have been investigated. In both systems photoinduced electron transfer from the central metal-complexed unit to the external fullerenes may occur, in principle, by excitation of both moieties. However, this is found to be the case only for the methanofullerene system Cu-2(L2)(2). Unexpectedly, for Cu-2(L1)(2), photoexcitation of the peripheral carbon spheres is followed by regular internal deactivation. Possible reasons for this behavior are examined in light of current theories for photoinduced energy and electron transfer. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.07.126
• 作为产物：
  描述：

  [3,5-Bis[9-(4-dodecoxyphenyl)-1,10-phenanthrolin-2-yl]phenyl]methoxy-tri(propan-2-yl)silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到{3,5-Bis-[9-(4-dodecyloxy-phenyl)-[1,10]phenanthrolin-2-yl]-phenyl}-methanol
  参考文献：
  名称：

  Fullerohelicates: a new class of fullerene-containing supermoleculesElectronic supplementary information (ESI) available: 1H-NMR spectra of 1 and Cu2(1)2. See http://www.rsc.org/suppdata/cc/b4/b404742g/

  摘要：

  我们制备了一个由双铜（I）合核和两个外围富勒烯亚基组成的多组分阵列，并实现了从光激发的铜（I）络合单元到 C60 的电子转移。

  DOI：

  10.1039/b404742g