11-<(triphenylphosphonio)methyl>-3-(2-pyridinyl)phenanthro<4,3-h>quinoline | 136805-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 11-<(triphenylphosphonio)methyl>-3-(2-pyridinyl)phenanthro<4,3-h>quinoline
• CAS: 136805-60-2
• 化学式: Br*C₄₅H₃₂N₂P
• 分子量: 711.64
• InChiKey: ZHUSMUBUULXBEA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  7.25
• 重原子数：
  49.0
• 可旋转键数：
  6.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  25.78
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  11-<(triphenylphosphonio)methyl>-3-(2-pyridinyl)phenanthro<4,3-h>quinoline 在 氧气 、 sodium amide 作用下， 生成 11-methyl-3-(2-pyridinyl)phenanthro<4,3-h>quinoline 、 cis-11,11'-(1,2-ethenediyl)bis<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：

  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