1-aza-1-(6-bromo-2-pyridinyl)-2,2,5,5-tetramethyl-2,5-disilycyclopentane | 136805-71-5

• 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
• 英文名称: 1-aza-1-(6-bromo-2-pyridinyl)-2,2,5,5-tetramethyl-2,5-disilycyclopentane
• 英文别名: 1-(6-Bromopyridin-2-yl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine
• CAS: 136805-71-5
• 化学式: C₁₁H₁₉BrN₂Si₂
• 分子量: 315.36
• InChiKey: DLDSXSNZWNJUFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-aza-1-(6-bromo-2-pyridinyl)-2,2,5,5-tetramethyl-2,5-disilycyclopentane 、 3,20-dibromobenzo<2",1":5,6:3",4":5',6'>diphenanthro<4,3-h:4',3',h'>diquinoline 生成
  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：

  2-氨基-6-溴吡啶 、 1,2-双[(二甲氨基)二甲硅基]乙烷[芳香性伯胺的保护试剂] 在 zinc(II) iodide 作用下， 反应 8.0h， 以72%的产率得到1-aza-1-(6-bromo-2-pyridinyl)-2,2,5,5-tetramethyl-2,5-disilycyclopentane
  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

文献信息

• Synthesis of the helicopodands: novel shapes for chiral clefts
  作者：Kurt Deshayes、Richard D. Broene、Ito Chao、Carolyn B. Knobler、Francois Diederich

  DOI：10.1021/jo00024a017

  日期：1991.11

  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.