1-tert-butylcorannulene | 163806-33-5

• 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: 1-tert-butylcorannulene
• 英文别名: tert-butylcorannulene；2-Tert-butylhexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaene；2-tert-butylhexacyclo[11.5.2.04,17.07,16.010,15.014,18]icosa-1,3,5,7(16),8,10(15),11,13,17,19-decaene
• CAS: 163806-33-5
• 化学式: C₂₄H₁₈
• 分子量: 306.407
• InChiKey: JJBBGHHHMWLHIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  五甲基足球烯 、 1-tert-butylcorannulene 在 lithium 作用下， 以 氘代四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Ball-and-Socket Stacking of Supercharged Geodesic Polyarenes:  Bonding by Interstitial Lithium Ions

  摘要：

  Unprecedented supramolecular stacks of highly reduced geodesic pi-systems were prepared by the reduction of the derivatized fullerenes Me5C60H and Ph5C60H and corannulene with lithium metal (R5C605-/Cor(4-)/9Li(+)). The host-guest assemblies form because of the enhanced electrostatic interactions between the lithium cations and the anionic moieties, in addition to the structural compatibility between the curved hydrocarbons. The high stability of these new supramolecular assemblies (heterodimers) enables the introduction of another organization motif to the system. This is achieved by using tethered corannulenes as host molecules, which leads to the formation of tethered bis-heterodimers ((Me5C605-/Cor(4-))(2)(CH2)(8)/18Li(+)).

  DOI：

  10.1021/ja0515102
• 作为产物：
  描述：

  心环烯 在 5percent Pd/C 作用下， 以 四氢呋喃 、 二乙二醇二甲醚 为溶剂， 反应 1.0h， 生成 1-tert-butylcorannulene
  参考文献：
  名称：

  将有机锂试剂添加到香兰素中，以及在1-烷基-1,2-二氢香兰素中的构象偏爱。

  摘要：

  将有机锂试剂添加到香兰素中（1）可以生成1-R-1,2-二氢香兰素（2），可以很容易地将其转化为1-R-香兰素（3）。分子力学（MM）计算预测在2的外向和内向排列中的小取代基都有轻微的伪赤道偏爱，而较大的取代基则有望强烈偏向外-伪轴位置。X射线衍射研究表明，i-Pr和t-Bu-2均处于固态的准外轴构象。在溶液中，通过分析还原的环内的（3）J HH偶联常数证明了伪赤道构象的贡献随着取代基尺寸的减小而逐渐增加。

  DOI：

  10.1021/jo0258498

文献信息

• Ball-and-Socket Stacking of Supercharged Geodesic Polyarenes:  Bonding by Interstitial Lithium Ions
  作者：Ivan Aprahamian、David Eisenberg、Roy E. Hoffman、Tamar Sternfeld、Yutaka Matsuo、Edward A. Jackson、Eiichi Nakamura、Lawrence T. Scott、Tuvia Sheradsky、Mordecai Rabinovitz

  DOI：10.1021/ja0515102

  日期：2005.7.1

  Unprecedented supramolecular stacks of highly reduced geodesic pi-systems were prepared by the reduction of the derivatized fullerenes Me5C60H and Ph5C60H and corannulene with lithium metal (R5C605-/Cor(4-)/9Li(+)). The host-guest assemblies form because of the enhanced electrostatic interactions between the lithium cations and the anionic moieties, in addition to the structural compatibility between the curved hydrocarbons. The high stability of these new supramolecular assemblies (heterodimers) enables the introduction of another organization motif to the system. This is achieved by using tethered corannulenes as host molecules, which leads to the formation of tethered bis-heterodimers ((Me5C605-/Cor(4-))(2)(CH2)(8)/18Li(+)).
• Addition of Organolithium Reagents to Corannulene and Conformational Preferences in 1-Alkyl-1,2-dihydrocorannulenes
  作者：Andrzej Sygula、Renata Sygula、Frank R. Fronczek、Peter W. Rabideau

  DOI：10.1021/jo0258498

  日期：2002.9.1

  Addition of organolithium reagents to corannulene (1) produces 1-R-1,2-dihydrocorannulenes (2), which can be easily converted to 1-R-corannulenes (3). Molecular mechanics (MM) calculations predict a slight pseudoequatorial preference for the small substituents in both exo and endo arrangements of 2, whereas bulky substituents are expected to favor strongly the exo-pseudoaxial location. X-ray diffraction

  将有机锂试剂添加到香兰素中（1）可以生成1-R-1,2-二氢香兰素（2），可以很容易地将其转化为1-R-香兰素（3）。分子力学（MM）计算预测在2的外向和内向排列中的小取代基都有轻微的伪赤道偏爱，而较大的取代基则有望强烈偏向外-伪轴位置。X射线衍射研究表明，i-Pr和t-Bu-2均处于固态的准外轴构象。在溶液中，通过分析还原的环内的（3）J HH偶联常数证明了伪赤道构象的贡献随着取代基尺寸的减小而逐渐增加。