1,1-dimethyl-3-iodo-2-phenylbenzo[b]silole | 1016642-79-7

• 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-3-iodo-2-phenylbenzo[b]silole
• 英文别名: 3-iodo-1,1-dimethyl-2-phenylbenzo[b]silole；3-Iodo-1,1-dimethyl-2-phenyl-1-benzosilole
• CAS: 1016642-79-7
• 化学式: C₁₆H₁₅ISi
• 分子量: 362.285
• InChiKey: RCFHJDOWBOFULP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1-dimethyl-3-iodo-2-phenylbenzo[b]silole 、 1-(2-phenylbenzo[b]thiophen-3-yl)perfluorocyclopentene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以12%的产率得到1-(1,1-dimethyl-2-phenylbenzo[b]silol-3-yl)-2-(2-phenylbenzo[b]thiophen-3-yl)perfluorocyclopentene
  参考文献：
  名称：

  Photochromism of diarylethene derivatives bearing a benzo[b]silole unit

  摘要：

  Photochromic benzo[b]silole derivatives, 1-(1,1-dimethyl-2-phenylbenzo[b]silol-3-yl)-2-(2-phenylbenzo[b]thien-3-yl)perfluorocyclopentene and 1-(1,1-dimethyl-2-phenylbenzo[b]silol-3-yl)-2-(2-phenyl-1-benzofuran-3-yl)perfluorocyclopentene, were synthesized and their photochromic performance was examined in solution. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.063
• 作为产物：
  描述：

  1,1-dimethyl-2-phenyl-3-trimethylstannylbenzo[b]silole 在 碘 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到1,1-dimethyl-3-iodo-2-phenylbenzo[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