2,4-bis(trimethylsilyl)-10,10-dimethyl-10H-silolo[2',3',4',5':4,5]triphenyleno[1,12-bcd]thiophene | 1210046-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,4-bis(trimethylsilyl)-10,10-dimethyl-10H-silolo[2',3',4',5':4,5]triphenyleno[1,12-bcd]thiophene
• 英文别名: (14,14-Dimethyl-7-trimethylsilyl-9-thia-14-silahexacyclo[11.7.0.02,10.03,8.04,19.015,20]icosa-1(20),2,4(19),5,7,10,12,15,17-nonaen-11-yl)-trimethylsilane
• CAS: 1210046-81-3
• 化学式: C₂₆H₃₀SSi₃
• 分子量: 458.847
• InChiKey: LGZARTAWAMNHPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  正丁基锂 、 2,4-bis(trimethylsilyl)-10,10-dimethyl-10H-silolo[2',3',4',5':4,5]triphenyleno[1,12-bcd]thiophene 在 四甲基乙二胺 、 重水 作用下， 以 正己烷 为溶剂， 反应 3.0h， 生成 (14,14-Dibutyl-5,18-dideuterio-7-trimethylsilyl-9-thia-14-silahexacyclo[11.7.0.02,10.03,8.04,19.015,20]icosa-1(20),2,4(19),5,7,10,12,15,17-nonaen-11-yl)-trimethylsilane
  参考文献：
  名称：

  Synthesis and structures of heterasumanenes having different heteroatom functionalities

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2009.11.102
• 作为产物：
  描述：

  3,5-bis(trimethylsilyl)triphenyleno[1,12-bcd]thiophene 、 二氯二甲基硅烷 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 为溶剂， 反应 51.5h， 以23.5 mg的产率得到2,4-bis(trimethylsilyl)-10,10-dimethyl-10H-silolo[2',3',4',5':4,5]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