11-methyl-3-(2-pyridinyl)phenanthro<4,3-h>quinoline | 136805-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 11-methyl-3-(2-pyridinyl)phenanthro<4,3-h>quinoline
• 英文别名: 5-methyl-17-pyridin-2-yl-16-azapentacyclo[12.8.0.02,11.03,8.015,20]docosa-1(14),2(11),3(8),4,6,9,12,15(20),16,18,21-undecaene
• CAS: 136805-58-8
• 化学式: C₂₇H₁₈N₂
• 分子量: 370.453
• InChiKey: UDSUBQVOSVLCJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• 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：

  11-methyl-3-(2-pyridinyl)phenanthro<4,3-h>quinoline 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 20.0h， 生成 11-<(triphenylphosphonio)methyl>-3-(2-pyridinyl)phenanthro<4,3-h>quinoline
  参考文献：
  名称：

  Synthesis of the helicopodands: novel shapes for chiral clefts

  摘要：

  Helicopodands are a new class of chiral nonmacrocyclic ("podand") receptors with a helicene backbone ("helico"). At the termini of the helix, they form a preorganized cleft of pronounced asymmetric character which is aligned with convergent hydrogen bonding functionality. The synthetic routes to the two helicopodands 2 and 3 each include two photocyclodehydrogenation reactions. The X-ray crystal structure of 14, a direct helical precursor to 2 and 3, confirms the main structural features of the helicopodands. MMP2 calculations give a geometric description of 14 which is in reasonable agreement with the X-ray results.

  DOI：

  10.1021/jo00024a017
• 作为产物：
  描述：

  7-甲基-2-萘醛 、 8-<(triphenylphosphonio)methyl>-2-(2-pyridinyl)quinolinyl bromide 在 碘 、 sodium ethanolate 作用下， 生成 11-methyl-3-(2-pyridinyl)phenanthro<4,3-h>quinoline
  参考文献：
  名称：

  Synthesis of the helicopodands: novel shapes for chiral clefts

  摘要：

  Helicopodands are a new class of chiral nonmacrocyclic ("podand") receptors with a helicene backbone ("helico"). At the termini of the helix, they form a preorganized cleft of pronounced asymmetric character which is aligned with convergent hydrogen bonding functionality. The synthetic routes to the two helicopodands 2 and 3 each include two photocyclodehydrogenation reactions. The X-ray crystal structure of 14, a direct helical precursor to 2 and 3, confirms the main structural features of the helicopodands. MMP2 calculations give a geometric description of 14 which is in reasonable agreement with the X-ray results.

  DOI：

  10.1021/jo00024a017