[3-(7,7-Dimethyl-5-trimethylsilyl-4,9-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2,5,10-tetraen-3-yl)-7,7-dimethyl-4,9-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2,5,10-tetraen-5-yl]-trimethylsilane | 1361341-01-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: [3-(7,7-Dimethyl-5-trimethylsilyl-4,9-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2,5,10-tetraen-3-yl)-7,7-dimethyl-4,9-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2,5,10-tetraen-5-yl]-trimethylsilane
• CAS: 1361341-01-6
• 化学式: C₂₆H₃₄S₄Si₄
• 分子量: 587.162
• InChiKey: ZAQCQGMHYFKYBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7,7-dimethyl-4-bromo-6-trimethylsilyldithieno[2,3-b:4',3'-d]silole 在 正丁基锂 、 copper dichloride 作用下， 以 乙醚 为溶剂， 反应 4.5h， 以76.3%的产率得到[3-(7,7-Dimethyl-5-trimethylsilyl-4,9-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2,5,10-tetraen-3-yl)-7,7-dimethyl-4,9-dithia-7-silatricyclo[6.3.0.02,6]undeca-1(8),2,5,10-tetraen-5-yl]-trimethylsilane
  参考文献：
  名称：

  Synthesis of Dithieno[2,3-b:4′,3′-d]siloles and Their Selective Bromination

  摘要：

  The efficient synthesis of novel unsymmetrical dithienosiloles, 7,7-dimethyl-4,6-di(trimethylslyl)-dithieno[2,3-b:4',3'-d]silole (1) and 7,7-dimethyl-2,4,6-tri(trimethylsilyl)-dithieno[2,3-b:4',3'-d]silole (2) has been developed by intramolecular silole formation with 4,4'-dibromo-2,2',5,5'-tetrakis(trimethylsilyl)-[3,3']bithienyl (3) as the starting material in the presence of t-BuLi. Upon treatment with N-bromosuccinimide (NBS) under controlled conditions, dithieno[2,3-b:4',3'-d]silole was selectively brominated to produce mono-, di-, and tribrominated dithieno[2,3-b:4',3'-d]siloles in good yields. The crystal structures of the title compounds are described.

  DOI：

  10.1021/jo202111z