3-trimethylsilyltriphenyleno[1,12-bcd]thiophene | 1210046-79-9

• 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: 3-trimethylsilyltriphenyleno[1,12-bcd]thiophene
• CAS: 1210046-79-9
• 化学式: C₂₁H₁₈SSi
• 分子量: 330.525
• InChiKey: FEYVJQHUGSXUMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.34
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  三甲基氯硅烷 、 苯并菲并[4,5-bcd]噻吩 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 、 四氢呋喃 为溶剂， 反应 15.0h， 以71%的产率得到3,5-bis(trimethylsilyl)triphenyleno[1,12-bcd]thiophene
  参考文献：
  名称：

  Arching a bay area of triphenyleno[1,12-bcd]thiophene with group 14 functionalities: Synthesis of the first triphenylene derivatives having thiophene and metallafluorene moieties

  摘要：

  Arching a bay area of triphenyleno[1,12-bcd]thiophene with group 14 functionalities gave the first triphenylene derivatives whose two pairs of bay carbons are connected by two different heteroatom functionalities. Triphenyleno[1,12-bcd:4,5-b'c'd']dithiophene, which had been only accessible through the very severe reaction conditions, was synthesized under the mild reaction conditions. Photophysical properties of newly-obtained heterolotriphenylene derivatives are discussed with theoretical calculations. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.11.039

文献信息

• Synthesis and structures of heterasumanenes having different heteroatom functionalities
  作者：Masaichi Saito、Tomoharu Tanikawa、Tomoyuki Tajima、Jing Dong Guo、Shigeru Nagase

  DOI：10.1016/j.tetlet.2009.11.102

  日期：2010.1

  After the protection of two alpha-carbons of the dibenzothiophene moiety in triphenylenothiophene 1 by trimethylsilyl groups, the resulting compound 4 reacted with butyllithium followed by dichlorodimethylsilane to afford 10H-silolo[2',3',4',5':4,5]triphenyleno[1,12-bcd]thiophene 8, which reacted with butyllithium followed by dichlorodimethylsilane to afford novel heterasumanene 11. Using dichlorodimethylstannane instead of dichlorodimethylsilane afforded heterasumanene 12, which is the first example of a heterasumanene having three different heteroatom functionalities. (C) 2009 Elsevier Ltd. All rights reserved.