2-phenyl-9-p-tolyl-1,10-phenanthroline | 160488-06-2

• 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: 2-phenyl-9-p-tolyl-1,10-phenanthroline
• 英文别名: 2-(4-Methylphenyl)-9-phenyl-1,10-phenanthroline
• CAS: 160488-06-2
• 化学式: C₂₅H₁₈N₂
• 分子量: 346.431
• InChiKey: HDHLNNJAKAEYTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-9-p-tolyl-1,10-phenanthroline 在 N-溴代丁二酰亚胺(NBS) 、 双氧水 作用下， 以 四氯化碳 为溶剂， 生成 2-(4-dibromomethylphenyl)-9-phenyl-1,10-phenanthroline
  参考文献：
  名称：

  二羧酸的自组装受体

  摘要：

  在本文中，我们描述了在金属离子存在下自组装形成二羧酸受体的类似物结合亚基。所得的结合位点是手性的，并且可以通过NMR和UV-可见分光光度法检测到与CDCl 3中的二羧酸的强络合。

  DOI：

  10.1016/0040-4039(94)88395-5
• 作为产物：
  描述：

  1,10-菲罗啉 在 manganese(IV) oxide 作用下， 生成 2-phenyl-9-p-tolyl-1,10-phenanthroline
  参考文献：
  名称：

  二羧酸的自组装受体

  摘要：

  在本文中，我们描述了在金属离子存在下自组装形成二羧酸受体的类似物结合亚基。所得的结合位点是手性的，并且可以通过NMR和UV-可见分光光度法检测到与CDCl 3中的二羧酸的强络合。

  DOI：

  10.1016/0040-4039(94)88395-5

文献信息

• Self-Assembling, Chromogenic Receptors for the Recognition of Dicarboxylic Acids
  作者：M. Scott Goodman、Andrew D. Hamilton、Jean Weiss

  DOI：10.1021/ja00137a021

  日期：1995.8

  The synthesis of ligands (2,9-disubstituted phenanthrolines) bearing one or two acylaminopyridine binding sites, compounds 1 and 2 respectively, is described. Each ligand can assemble on a Cu(I) template, forming two different receptors for dicarboxylic acids, Cu(1)(2)(BF4-)-B-+ and Cu(2)(2)(BF4-)-B-+. These orange Cu(I) complexes are shown to bind (K-a > 10(4) M(-1)) to a variety of dicarboxylic acids in chloroform, with a slight preference for the C-5-dicarboxylic acids, glutaric and N-CBz-glutamic acids, over shorter and longer substrates. Complexation is analyzed both by NMR chemical shift changes and UV-visible absorption changes. The data indicate formation of 1:1 complexes for Cu(1)(2)(BF4-)-B-+ and 2:1 complexes for Cu(2)(2)(BF4-)-B-+, with the dicarboxylic acid substrate hydrogen bonding simultaneously to an acylaminopyridine binding site on each ligand. For Cu(2)(2)(BF4-)-B-+, the complexation event results in large shifts in the visible absorption bands and a color change from orange to red. The change in the visible absorbance, and therefore the chromogenicity, was found to be substrate dependent. The chromogenic effect is explained by a conformational change in the receptors resulting from hydrogen bond formation with the substrate.
• Chirality control of a Cu(I) complex of boronic-acid-appended phenanthrolines by sugars. A preliminary step toward the total chain helicity control by a chain-end sugar-binding
  作者：Masashi Yamamoto、Masayuki Takeuchi、Seiji Shinkai

  DOI：10.1016/s0040-4039(97)10806-1

  日期：1998.3

  Compound 1 which has a 1,10-phenanthroline moiety to constitute the helical structure and a boronic acid moiety to bind saccharides was synthesized. The Cu(I) complex (as 1(2) . Cu(I)) gave the different CD spectra reflecting the helicity, which is regulated by the absolute configurational structure of saccharides. Thus, the P versus M helicity of the complex can be controlled by the boronic acid-saccharide interaction. The results show that the terminal boronic acid group is useful to create chiral helical structure, the helicity of which is governed by a sugar library. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Yamamoto, Masashi; Takeuchi, Masayuki; Shinkai, Seiji, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 1, p. 9 - 16
  作者：Yamamoto, Masashi、Takeuchi, Masayuki、Shinkai, Seiji、Tani, Fumito、Naruta, Yoshinori

  DOI：——

  日期：——