6,6'-二氰基-7,7'-二乙氧基-3,3'-(乙烷-1,2-二基)-5,5'-二苯基-2,2'-联-1,8-二氮杂萘 | 1022944-57-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 中文名称: 6,6'-二氰基-7,7'-二乙氧基-3,3'-(乙烷-1,2-二基)-5,5'-二苯基-2,2'-联-1,8-二氮杂萘
• 英文名称: 6,6'-dicyano-7,7'-diethoxy-3,3'-(ethane-1,2-diyl)-5,5'-diphenyl-2,2'-bi-1,8-naphthyridine
• 英文别名: 6,19-Diethoxy-8,17-diphenyl-3,5,20,22-tetrazapentacyclo[12.8.0.02,11.04,9.016,21]docosa-1(22),2,4,6,8,10,14,16,18,20-decaene-7,18-dicarbonitrile；6,19-diethoxy-8,17-diphenyl-3,5,20,22-tetrazapentacyclo[12.8.0.02,11.04,9.016,21]docosa-1(22),2,4,6,8,10,14,16,18,20-decaene-7,18-dicarbonitrile
• CAS: 1022944-57-5
• 化学式: C₃₆H₂₆N₆O₂
• 分子量: 574.641
• InChiKey: KXQCASZMQDHRAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  44
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  1,2-环己二酮 、 2-amino-5-cyano-6-ethoxy-3-formyl-4-phenylpyridine 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以76%的产率得到6,6'-二氰基-7,7'-二乙氧基-3,3'-(乙烷-1,2-二基)-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.