6,6'-二氰基-7,7'-二乙氧基-5,5'-二苯基-2,2'-联-1,8-二氮杂萘 | 1022944-55-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 6,6'-二氰基-7,7'-二乙氧基-5,5'-二苯基-2,2'-联-1,8-二氮杂萘
• 英文名称: 6,6'-dicyano-7,7'-diethoxy-5,5'-diphenyl-2,2'-bi-1,8-naphthyridine
• 英文别名: 7-(6-Cyano-7-ethoxy-5-phenyl-1,8-naphthyridin-2-yl)-2-ethoxy-4-phenyl-1,8-naphthyridine-3-carbonitrile；7-(6-cyano-7-ethoxy-5-phenyl-1,8-naphthyridin-2-yl)-2-ethoxy-4-phenyl-1,8-naphthyridine-3-carbonitrile
• CAS: 1022944-55-3
• 化学式: C₃₄H₂₄N₆O₂
• 分子量: 548.604
• InChiKey: BVXVRXWYLPXCFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-amino-5-cyano-6-ethoxy-3-formyl-4-phenylpyridine 、 2,3-丁二酮 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以66%的产率得到6,6'-二氰基-7,7'-二乙氧基-5,5'-二苯基-2,2'-联-1,8-二氮杂萘
  参考文献：
  名称：

  Synthesis of new bis(2-[1,8]naphthyridinyl) bridging ligands with multidentate binding sites

  摘要：

  A series of new 2-[1,8]naphthyridinyl and bis(2-[1,8]naphthyridinyl) bridging ligands with multidentate binding sites were prepared using 2-amino-5-cyano-6-ethoxy-4-phenyl-3-carbaldehyde pyridine as excellent Friedlander synthon. Condensation with a series of acetyl(heteroaryl)-aromatics provides the corresponding 2-aryl(heteroaryl)-1,8-naphthyridines. Reaction with 1,3-diacetylbenzene, 2,6-diacetylpyridine or 4-tertbutyl-2.6-diacetylpyridine provides the expected Friedlander product. Similar 2:1 condensation with 1,4-diacetylbenzene, 4,4'-diacetylbiphenyl, 1,4- and 1,6-diacetylpyrene, 2,6-diacetylpyrazine or 2,3-butanedione leads to a family of six new bis-1,8-nap ligands. The reaction with cyclic 1.2- or 1.3-diketones affords 3,3'-annelated derivatives of all-syn or all-trans planar 2,2'-nap, respectively. Examination of the electronic absorption and emission spectra of the bridging ligands was realized. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.017

文献信息

• Synthesis of new bis(2-[1,8]naphthyridinyl) bridging ligands with multidentate binding sites
  作者：Antonio Fernández-Mato、Gerardo Blanco、José M. Quintela、Carlos Peinador

  DOI：10.1016/j.tet.2008.02.017

  日期：2008.4

  A series of new 2-[1,8]naphthyridinyl and bis(2-[1,8]naphthyridinyl) bridging ligands with multidentate binding sites were prepared using 2-amino-5-cyano-6-ethoxy-4-phenyl-3-carbaldehyde pyridine as excellent Friedlander synthon. Condensation with a series of acetyl(heteroaryl)-aromatics provides the corresponding 2-aryl(heteroaryl)-1,8-naphthyridines. Reaction with 1,3-diacetylbenzene, 2,6-diacetylpyridine or 4-tertbutyl-2.6-diacetylpyridine provides the expected Friedlander product. Similar 2:1 condensation with 1,4-diacetylbenzene, 4,4'-diacetylbiphenyl, 1,4- and 1,6-diacetylpyrene, 2,6-diacetylpyrazine or 2,3-butanedione leads to a family of six new bis-1,8-nap ligands. The reaction with cyclic 1.2- or 1.3-diketones affords 3,3'-annelated derivatives of all-syn or all-trans planar 2,2'-nap, respectively. Examination of the electronic absorption and emission spectra of the bridging ligands was realized. (c) 2008 Elsevier Ltd. All rights reserved.