[11]dendralene | 111737-07-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [11]dendralene
• 英文别名: 3,4,5,6,7,8,9,10,11-Nonamethylidenetrideca-1,12-diene；3,4,5,6,7,8,9,10,11-nonamethylidenetrideca-1,12-diene
• CAS: 111737-07-6
• 化学式: C₂₂H₂₄
• 分子量: 288.433
• InChiKey: ZNHMYTYVSDSISV-UHFFFAOYSA-N

物化性质

• 沸点：
  441.3±12.0 °C(Predicted)
• 密度：
  0.858±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N-甲基马来酰亚胺 、 [11]dendralene 以 氘代氯仿 为溶剂， 反应 38.0h， 生成 、 、
  参考文献：
  名称：

  Discovery and Computational Rationalization of Diminishing Alternation in [n]Dendralenes

  摘要：

  The [n]dendralenes are a family of acyclic hydrocarbons which, by virtue of their ability to rapidly generate structural complexity, have attracted significant recent synthetic attention. [3]Dendralene through [8]dendralene have been previously prepared but no higher member of the family has been reported to date. Here, we describe the first chemical syntheses of the higher dendralenes, [9]dendralene through [12]dendralene. We also report a detailed investigation into the spectroscopic properties and chemical reactivity of the complete family of fundamental hydrocarbons, [3]dendralene to [12]dendralene. These studies reveal the first case of diminishing alternation in behavior in a series of related structures. We also report a comprehensive series of computational studies, which trace this dampening oscillatory effect in both spectroscopic measurements and chemical reactivity to conformational preferences.

  DOI：

  10.1021/jacs.5b11889
• 作为产物：
  描述：

  2-chloro[3]dendralene 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 四(三苯基膦)钯 、 magnesium 、 1,2-二溴乙烷 、 potassium hydroxide 、 zinc dibromide 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.92h， 生成 [11]dendralene
  参考文献：
  名称：

  Discovery and Computational Rationalization of Diminishing Alternation in [n]Dendralenes

  摘要：

  The [n]dendralenes are a family of acyclic hydrocarbons which, by virtue of their ability to rapidly generate structural complexity, have attracted significant recent synthetic attention. [3]Dendralene through [8]dendralene have been previously prepared but no higher member of the family has been reported to date. Here, we describe the first chemical syntheses of the higher dendralenes, [9]dendralene through [12]dendralene. We also report a detailed investigation into the spectroscopic properties and chemical reactivity of the complete family of fundamental hydrocarbons, [3]dendralene to [12]dendralene. These studies reveal the first case of diminishing alternation in behavior in a series of related structures. We also report a comprehensive series of computational studies, which trace this dampening oscillatory effect in both spectroscopic measurements and chemical reactivity to conformational preferences.

  DOI：

  10.1021/jacs.5b11889

文献信息

• Discovery and Computational Rationalization of Diminishing Alternation in [<i>n</i>]Dendralenes
  作者：Mehmet F. Saglam、Thomas Fallon、Michael N. Paddon-Row、Michael S. Sherburn

  DOI：10.1021/jacs.5b11889

  日期：2016.1.27

  The [n]dendralenes are a family of acyclic hydrocarbons which, by virtue of their ability to rapidly generate structural complexity, have attracted significant recent synthetic attention. [3]Dendralene through [8]dendralene have been previously prepared but no higher member of the family has been reported to date. Here, we describe the first chemical syntheses of the higher dendralenes, [9]dendralene through [12]dendralene. We also report a detailed investigation into the spectroscopic properties and chemical reactivity of the complete family of fundamental hydrocarbons, [3]dendralene to [12]dendralene. These studies reveal the first case of diminishing alternation in behavior in a series of related structures. We also report a comprehensive series of computational studies, which trace this dampening oscillatory effect in both spectroscopic measurements and chemical reactivity to conformational preferences.