cis-11,11'-(1,2-ethenediyl)bis(3-bromophenanthro<4,3-h>quinoline) | 136805-70-4

• 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: cis-11,11'-(1,2-ethenediyl)bis(3-bromophenanthro<4,3-h>quinoline)
• 英文别名: 17-bromo-5-[(Z)-2-(17-bromo-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-undecaen-5-yl)ethenyl]-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: 136805-70-4
• 化学式: C₄₄H₂₄Br₂N₂
• 分子量: 740.496
• InChiKey: LMSOXNCHRKOFFP-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  48
• 可旋转键数：
  2
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  cis-11,11'-(1,2-ethenediyl)bis(3-bromophenanthro<4,3-h>quinoline) 在 碘 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以76%的产率得到3,20-dibromobenzo<2",1":5,6:3",4":5',6'>diphenanthro<4,3-h:4',3',h'>diquinoline
  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：

  3-bromo-11-(bromomethyl)phenanthro<4,3-h>quinoline 在 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 9.0h， 生成 cis-11,11'-(1,2-ethenediyl)bis(3-bromophenanthro<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