1,4-bis[4-(4-trimethylstannylphenyl)-1,4-dimethoxy-2,5-cyclohexadien-1-yl]benzene | 1552276-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis[4-(4-trimethylstannylphenyl)-1,4-dimethoxy-2,5-cyclohexadien-1-yl]benzene
• CAS: 1552276-83-1
• 化学式: C₄₀H₅₀O₄Sn₂
• 分子量: 832.255
• InChiKey: VCWRCANOGGZPKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,4-bis[4-(4-trimethylstannylphenyl)-1,4-dimethoxy-2,5-cyclohexadien-1-yl]benzene 在 dichloro( 1,5-cyclooctadiene)platinum(ll) 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Synthesis and Characterization of [5]Cycloparaphenylene

  摘要：

  The synthesis of highly strained [5]cycloparaphenylene ([5]CPP), a structural unit of the periphery of C-60 and the shortest possible structural constituent of the sidewall of a (5,5) carbon nanotube, was achieved in nine steps in 17% overall yield. The synthesis relied on metal-mediated ring closure of a triethylsilyl (TES)-protected masked precursor 1c followed by removal of the TES groups and subsequent reductive aromatization. UV-vis and electrochemical studies revealed that the HOMO-LUMO gap of [5]CPP is narrow and is comparable to that of C-60, as predicted by theoretical calculations. The results suggest that [5]CPP should be an excellent lead compound for molecular electronics.

  DOI：

  10.1021/ja413214q
• 作为产物：
  描述：

  3-(4-Bromophenyl)-6-[4-[4-(4-bromophenyl)-1,4-dimethoxycyclohexa-2,5-dien-1-yl]phenyl]-3,6-dimethoxycyclohexa-1,4-diene 、 三甲基氯化锡 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.58h， 以93%的产率得到1,4-bis[4-(4-trimethylstannylphenyl)-1,4-dimethoxy-2,5-cyclohexadien-1-yl]benzene
  参考文献：
  名称：

  Synthesis and Characterization of [5]Cycloparaphenylene

  摘要：

  The synthesis of highly strained [5]cycloparaphenylene ([5]CPP), a structural unit of the periphery of C-60 and the shortest possible structural constituent of the sidewall of a (5,5) carbon nanotube, was achieved in nine steps in 17% overall yield. The synthesis relied on metal-mediated ring closure of a triethylsilyl (TES)-protected masked precursor 1c followed by removal of the TES groups and subsequent reductive aromatization. UV-vis and electrochemical studies revealed that the HOMO-LUMO gap of [5]CPP is narrow and is comparable to that of C-60, as predicted by theoretical calculations. The results suggest that [5]CPP should be an excellent lead compound for molecular electronics.

  DOI：

  10.1021/ja413214q