4-(3-(triisopropoxysilyl)propyl)-1-(trimethylstannyl)benzene | 1442416-72-9

• 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: 4-(3-(triisopropoxysilyl)propyl)-1-(trimethylstannyl)benzene
• 英文别名: Tri(propan-2-yloxy)-[3-(4-trimethylstannylphenyl)propyl]silane；tri(propan-2-yloxy)-[3-(4-trimethylstannylphenyl)propyl]silane
• CAS: 1442416-72-9
• 化学式: C₂₁H₄₀O₃SiSn
• 分子量: 487.342
• InChiKey: UCSPZWLIJAWZLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.38
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,6-双(5-溴-2-噻吩基)-2,5-双(2-乙基己基)-2,5-二氢吡咯并[3,4-C]吡咯-1,4-二酮 、 4-(3-(triisopropoxysilyl)propyl)-1-(trimethylstannyl)benzene 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三(2-呋喃基)膦 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以85%的产率得到3,6-bis(5-(4-(triisopropoxysilyl)propyl)phenylthiophen-2-yl)-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4-dione
  参考文献：
  名称：

  A new synthetic approach for functional triisopropoxyorganosilanes using molecular building blocks

  摘要：

  We report an efficient synthetic approach for well-designed organic-bridged alkoxysilanes, which allow the formation of highly functional organosilica hybrids under mild sol gel conditions. A series of molecular building blocks containing a triisopropoxysilyl group were synthesized and used in cross-coupling reactions. The triisopropoxysilyl group showed a good tolerance for various organic transformations. 1,4-Diketo-3,6-dithienylpyrrolo[3,4-c]pyrrole-bridged triisopropoxysilane was successfully prepared, allowing rapid formation of organosilica hybrid without loss of functionality under mildly acidic conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.130
• 作为产物：
  描述：

  1-iodo-4-(3-(triisopropoxysilyl)propyl)benzene 在 isopropyl magnesium chloride - lithium chloride complex 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 22.0h， 生成 4-(3-(triisopropoxysilyl)propyl)-1-(trimethylstannyl)benzene
  参考文献：
  名称：

  A new synthetic approach for functional triisopropoxyorganosilanes using molecular building blocks

  摘要：

  We report an efficient synthetic approach for well-designed organic-bridged alkoxysilanes, which allow the formation of highly functional organosilica hybrids under mild sol gel conditions. A series of molecular building blocks containing a triisopropoxysilyl group were synthesized and used in cross-coupling reactions. The triisopropoxysilyl group showed a good tolerance for various organic transformations. 1,4-Diketo-3,6-dithienylpyrrolo[3,4-c]pyrrole-bridged triisopropoxysilane was successfully prepared, allowing rapid formation of organosilica hybrid without loss of functionality under mildly acidic conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.130

文献信息

• A new synthetic approach for functional triisopropoxyorganosilanes using molecular building blocks
  作者：Yoshifumi Maegawa、Minoru Waki、Akinari Umemoto、Toyoshi Shimada、Shinji Inagaki

  DOI：10.1016/j.tet.2013.04.130

  日期：2013.7

  We report an efficient synthetic approach for well-designed organic-bridged alkoxysilanes, which allow the formation of highly functional organosilica hybrids under mild sol gel conditions. A series of molecular building blocks containing a triisopropoxysilyl group were synthesized and used in cross-coupling reactions. The triisopropoxysilyl group showed a good tolerance for various organic transformations. 1,4-Diketo-3,6-dithienylpyrrolo[3,4-c]pyrrole-bridged triisopropoxysilane was successfully prepared, allowing rapid formation of organosilica hybrid without loss of functionality under mildly acidic conditions. (C) 2013 Elsevier Ltd. All rights reserved.