Decane, 1,10-bis(9-borabicyclo[3.3.1]non-9-yl)-

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: Decane, 1,10-bis(9-borabicyclo[3.3.1]non-9-yl)-
• 英文别名: 9-[10-(9-borabicyclo[3.3.1]nonan-9-yl)decyl]-9-borabicyclo[3.3.1]nonane
• 化学式: C₂₆H₄₈B₂
• 分子量: 382.289
• InChiKey: KEFRIVSZSKRRRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.31
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1,3-二溴苯 、 Decane, 1,10-bis(9-borabicyclo[3.3.1]non-9-yl)- 在 四(三苯基膦)钯 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以9%的产率得到[10]metacyclophane
  参考文献：
  名称：

  Synthesis of [n]- and [n.n]Cyclophanes by Using Suzuki−Miyaura Coupling

  摘要：

  Reaction of the bis-9-BBN adduct of several dienes with 1,3-dibromobenzene via Suzuki coupling leads to a series of [n]metacyclophanes ranging in size from 10 to 17 atom members. In each case, two carbon-carbon bonds are formed in one reaction vessel. However, when the bis-9-BBN adduct of 1,5-hexadiene is coupled with a variety of aryl dihalides, larger [n.n]cyclophanes were formed in preference to the [n]cyclophanes. Four carbon-carbon bonds are formed in this instance. Single-crystal X-ray analyses of these [n.n]cyclophanes reveal interestingly shaped molecules with large cavities.

  DOI：

  10.1021/jo025509m
• 作为产物：
  描述：

  1,9-癸二烯 、 9-硼双环[3.3.1]壬烷 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 Decane, 1,10-bis(9-borabicyclo[3.3.1]non-9-yl)-
  参考文献：
  名称：

  Synthesis of [n]- and [n.n]Cyclophanes by Using Suzuki−Miyaura Coupling

  摘要：

  Reaction of the bis-9-BBN adduct of several dienes with 1,3-dibromobenzene via Suzuki coupling leads to a series of [n]metacyclophanes ranging in size from 10 to 17 atom members. In each case, two carbon-carbon bonds are formed in one reaction vessel. However, when the bis-9-BBN adduct of 1,5-hexadiene is coupled with a variety of aryl dihalides, larger [n.n]cyclophanes were formed in preference to the [n]cyclophanes. Four carbon-carbon bonds are formed in this instance. Single-crystal X-ray analyses of these [n.n]cyclophanes reveal interestingly shaped molecules with large cavities.

  DOI：

  10.1021/jo025509m

文献信息

• Synthesis of [<i>n</i>]- and [<i>n</i>.<i>n</i>]Cyclophanes by Using Suzuki−Miyaura Coupling
  作者：Beverly B. Smith、Darron E. Hill、T. Ashton Cropp、Rosa D. Walsh、David Cartrette、Sherry Hipps、Amy M. Shachter、William T. Pennington、William R. Kwochka

  DOI：10.1021/jo025509m

  日期：2002.7.1

  Reaction of the bis-9-BBN adduct of several dienes with 1,3-dibromobenzene via Suzuki coupling leads to a series of [n]metacyclophanes ranging in size from 10 to 17 atom members. In each case, two carbon-carbon bonds are formed in one reaction vessel. However, when the bis-9-BBN adduct of 1,5-hexadiene is coupled with a variety of aryl dihalides, larger [n.n]cyclophanes were formed in preference to the [n]cyclophanes. Four carbon-carbon bonds are formed in this instance. Single-crystal X-ray analyses of these [n.n]cyclophanes reveal interestingly shaped molecules with large cavities.