1,1-dimethyl-2-phenyl-3-(2-phenylbenzo[b]furan-3-yl)benzo[b]silole | 1016642-80-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 1,1-dimethyl-2-phenyl-3-(2-phenylbenzo[b]furan-3-yl)benzo[b]silole
• 英文别名: 3-(1,1-Dimethyl-2-phenyl-1-benzosilol-3-yl)-2-phenyl-1-benzofuran；3-(1,1-dimethyl-2-phenyl-1-benzosilol-3-yl)-2-phenyl-1-benzofuran
• CAS: 1016642-80-0
• 化学式: C₃₀H₂₄OSi
• 分子量: 428.605
• InChiKey: XSRKXLBYTXRASA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.53
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,1-dimethyl-3-iodo-2-phenylbenzo[b]silole 、 2-(2-苯基乙炔基)苯酚 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 三叔丁基膦 正丁基锂 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 13.5h， 以94%的产率得到1,1-dimethyl-2-phenyl-3-(2-phenylbenzo[b]furan-3-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.