(2s,4s,6s,8s)-2,4,6,8-tetrakis((dimethyl(vinyl)silyl)oxy)-2,4,6,8-tetrakis(4-iodophenyl)-1,3,5,7,2,4,6,8-tetraoxatetrasilocane | 1422047-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2s,4s,6s,8s)-2,4,6,8-tetrakis((dimethyl(vinyl)silyl)oxy)-2,4,6,8-tetrakis(4-iodophenyl)-1,3,5,7,2,4,6,8-tetraoxatetrasilocane
• CAS: 1422047-67-3
• 化学式: C₄₀H₅₂I₄O₈Si₈
• 分子量: 1393.15
• InChiKey: JDFKBKFCGMIMAB-PFLBOCSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.66
• 重原子数：
  60.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2s,4s,6s,8s)-2,4,6,8-tetrakis((dimethyl(vinyl)silyl)oxy)-2,4,6,8-tetrakis(4-iodophenyl)-1,3,5,7,2,4,6,8-tetraoxatetrasilocane 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以83%的产率得到(2s,4s,6s,8s)-2,4,6,8-tetrakis((dimethyl(vinyl)silyl)oxy)-2,4,6,8-tetrakis(4-((trimethylsilyl)ethynyl)phenyl)-1,3,5,7,2,4,6,8-tetraoxatetrasilocane
  参考文献：
  名称：

  Selective Derivatization and Characterization of Bifunctional “Janus-Type” Cyclotetrasiloxanes

  摘要：

  Stereoregular all-cis cyclotetrasiloxanes [R-Si(O)-R'](4) with different functional groups attached to the opposite faces of the ring skeleton were derivatized without stereoisomerization or cleavage of the (SiO)(4) ring and with high selectivity using standard synthetic methods. The solid-state structures obtained for the iodophenylsubstituted starting material 16 ([p-I-C6H4-Si(O)-OSiMe(2)Vin](4)) and for the coupling product 21 ([biphenyl-CC-C6H4-Si(O)-OSiMe(2)Vin](4)) show a pronounced differentiation in the steric requirements of the different sides of the ring, resulting in characteristic crystal packing. In combination with the observed high thermal and chemical stability, these data demonstrate the high potential of cyclotetrasiloxanes for a wide range of applications.

  DOI：

  10.1021/om301158w
• 作为产物：
  描述：

  1-iodo-4-(triethoxysilyl)benzene 在 吡啶 、 sodium hydroxide 作用下， 以 水 、 甲苯 、 正丁醇 为溶剂， 反应 108.0h， 生成 (2s,4s,6s,8s)-2,4,6,8-tetrakis((dimethyl(vinyl)silyl)oxy)-2,4,6,8-tetrakis(4-iodophenyl)-1,3,5,7,2,4,6,8-tetraoxatetrasilocane
  参考文献：
  名称：

  Selective Derivatization and Characterization of Bifunctional “Janus-Type” Cyclotetrasiloxanes

  摘要：

  Stereoregular all-cis cyclotetrasiloxanes [R-Si(O)-R'](4) with different functional groups attached to the opposite faces of the ring skeleton were derivatized without stereoisomerization or cleavage of the (SiO)(4) ring and with high selectivity using standard synthetic methods. The solid-state structures obtained for the iodophenylsubstituted starting material 16 ([p-I-C6H4-Si(O)-OSiMe(2)Vin](4)) and for the coupling product 21 ([biphenyl-CC-C6H4-Si(O)-OSiMe(2)Vin](4)) show a pronounced differentiation in the steric requirements of the different sides of the ring, resulting in characteristic crystal packing. In combination with the observed high thermal and chemical stability, these data demonstrate the high potential of cyclotetrasiloxanes for a wide range of applications.

  DOI：

  10.1021/om301158w