5,6,11,12-tetrakis(trimethylsilyloxy)dibenzo[b,h]biphenylene | 1415111-75-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,6,11,12-tetrakis(trimethylsilyloxy)dibenzo[b,h]biphenylene
• 英文别名: Trimethyl-[[10,13,20-tris(trimethylsilyloxy)-3-pentacyclo[10.8.0.02,11.04,9.014,19]icosa-1(20),2,4,6,8,10,12,14,16,18-decaenyl]oxy]silane；trimethyl-[[10,13,20-tris(trimethylsilyloxy)-3-pentacyclo[10.8.0.02,11.04,9.014,19]icosa-1(20),2,4,6,8,10,12,14,16,18-decaenyl]oxy]silane
• CAS: 1415111-75-9
• 化学式: C₃₂H₄₄O₄Si₄
• 分子量: 605.041
• InChiKey: RIGLBOJBVOUTSH-UHFFFAOYSA-N

物化性质

• 熔点：
  243-246 °C
• 沸点：
  544.7±50.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三甲基氯硅烷 、 5a,5b,11a,11b-tetrahydro-(5ar,5bt,11at,11bc)-dibenzo[b,h]biphenylene-5,6,11,12-tetraone 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以50%的产率得到5,6,11,12-tetrakis(trimethylsilyloxy)dibenzo[b,h]biphenylene
  参考文献：
  名称：

  Synthesis of 1,8,9,16-Tetrakis(trimethylsilyl)tetra-cata-tetrabenzoquadrannulene

  摘要：

  The synthetic efforts that yielded the first stable [4]circulene, 1,8,9,16-tetrakis(trimethylsilyl)tetra-cata-tetrabenzoquadrannulene (TMS4-TBQ, 1), are reported. The synthesis and characterization of different intermediates are described. The cyclotrimerization of the key precursor tetraalkyne was explored using Rh(I), Ni(0), and Co(I) catalysts. The ultimate product 1 was isolated only after oxidative demetalation of cobalt complexes.

  DOI：

  10.1021/jo3015648

文献信息

• Synthesis of 1,8,9,16-Tetrakis(trimethylsilyl)tetra-<i>cata</i>-tetrabenzoquadrannulene
  作者：Bharat Kumar、Benjamin T. King

  DOI：10.1021/jo3015648

  日期：2012.12.7

  The synthetic efforts that yielded the first stable [4]circulene, 1,8,9,16-tetrakis(trimethylsilyl)tetra-cata-tetrabenzoquadrannulene (TMS4-TBQ, 1), are reported. The synthesis and characterization of different intermediates are described. The cyclotrimerization of the key precursor tetraalkyne was explored using Rh(I), Ni(0), and Co(I) catalysts. The ultimate product 1 was isolated only after oxidative demetalation of cobalt complexes.