1,1-dimethyl-2-phenyl-3-(thiophen-2-yl)benzo[b]silole | 1016642-76-4

• 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: 1,1-dimethyl-2-phenyl-3-(thiophen-2-yl)benzo[b]silole
• 英文别名: 2-(1,1-Dimethyl-2-phenyl-1-benzosilol-3-yl)thiophene；2-(1,1-dimethyl-2-phenyl-1-benzosilol-3-yl)thiophene
• CAS: 1016642-76-4
• 化学式: C₂₀H₁₈SSi
• 分子量: 318.514
• InChiKey: FLLRJZGXISGEQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴噻吩 、 1,1-dimethyl-2-phenyl-3-trimethylstannylbenzo[b]silole 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 正丁基锂 、 zinc(II) chloride 、 N-甲基吡咯烷酮 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以53%的产率得到1,1-dimethyl-2-phenyl-3-(thiophen-2-yl)benzo[b]silole
  参考文献：
  名称：

  Modular Synthesis of Functionalized Benzosiloles by Tin-Mediated Cyclization of (o-Alkynylphenyl)silane

  摘要：

  Trimethylstannyllithium promotes cyclization of (o-alkynylphenyl) silane into a 3-stannylbenzosilole, via addition to the triple bond followed by intramolecular cyclization in a cascade fashion. This intermediate can be functionalized with either electrophiles or nucleophiles to allow modular synthesis of 2,3-disubstituted benzosiloles. One of these compounds, a phenylene-bis (benzosilole) compound, shows electron drift mobility as high as 6 x 10(-4) cm(2/)Vs in an amorphous film, making this class of compounds promising electronic materials for organic light emitting devices and organic photovoltaic cells.

  DOI：

  10.1021/ja800636g

文献信息

• Modular Synthesis of Functionalized Benzosiloles by Tin-Mediated Cyclization of (<i>o</i>-Alkynylphenyl)silane
  作者：Laurean Ilies、Hayato Tsuji、Yoshiharu Sato、Eiichi Nakamura

  DOI：10.1021/ja800636g

  日期：2008.4.1

  Trimethylstannyllithium promotes cyclization of (o-alkynylphenyl) silane into a 3-stannylbenzosilole, via addition to the triple bond followed by intramolecular cyclization in a cascade fashion. This intermediate can be functionalized with either electrophiles or nucleophiles to allow modular synthesis of 2,3-disubstituted benzosiloles. One of these compounds, a phenylene-bis (benzosilole) compound, shows electron drift mobility as high as 6 x 10(-4) cm(2/)Vs in an amorphous film, making this class of compounds promising electronic materials for organic light emitting devices and organic photovoltaic cells.