tributyl(1-dodecynyl)tin

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: tributyl(1-dodecynyl)tin
• 英文别名: CH3(CH2)9C2(tin)Bu3
• 化学式: C₂₄H₄₈Sn
• 分子量: 455.355
• InChiKey: BWYSKYREPXDOTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.59
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  trimethyl 2,4,6-tribromobenzene-1,3,5-tricarboxylate 、 tributyl(1-dodecynyl)tin 在 四(三苯基膦)钯 、 三苯胂 作用下， 以 甲苯 为溶剂， 以48%的产率得到2,4,6-tri(dodec-1-ynyl)benzene-1,3,5-tricarboxylic acid trimethyl ester
  参考文献：
  名称：

  Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics

  摘要：

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.

  DOI：

  10.1021/ja034783a
• 作为产物：
  描述：

  1-十二炔 、 三正丁基甲氧基锡 在 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到tributyl(1-dodecynyl)tin
  参考文献：
  名称：

  炔基锡烷的直接合成：ZnBr2催化三丁氧基甲醇与末端炔烃反应的催化剂

  摘要：

  金属跳跃：通过在室温下在ZnBr 2催化剂存在下，Bu 3 SnOMe与末端炔烃直接反应，合成了各种炔基锡烷。ZnBr 2不是用作路易斯酸，而是用Bu 3 SnOMe进行金属转移生成Zn（OMe）2，这对催化反应至关重要。

  DOI：

  10.1002/anie.201104208

文献信息

• Direct Synthesis of Alkynylstannanes: ZnBr₂Catalyst for the Reaction of Tributyltin Methoxide and Terminal Alkynes
  作者：Kensuke Kiyokawa、Nodoka Tachikake、Makoto Yasuda、Akio Baba

  DOI：10.1002/anie.201104208

  日期：2011.10.24

  Metal hopping: Various alkynylstannanes were synthesized by the direct reaction of Bu3SnOMe with terminal alkynes at room temperature in the presence of a ZnBr2 catalyst. Rather than acting as a Lewis acid, ZnBr2 was transmetalated with Bu3SnOMe to give Zn(OMe)2, which is key to the catalytic reaction.

  金属跳跃：通过在室温下在ZnBr 2催化剂存在下，Bu 3 SnOMe与末端炔烃直接反应，合成了各种炔基锡烷。ZnBr 2不是用作路易斯酸，而是用Bu 3 SnOMe进行金属转移生成Zn（OMe）2，这对催化反应至关重要。
• Synthesis, Self-Assembly, and Switching of One-Dimensional Nanostructures from New Crowded Aromatics
  作者：Mark L. Bushey、Thuc-Quyen Nguyen、Colin Nuckolls

  DOI：10.1021/ja034783a

  日期：2003.7.1

  This study outlines a versatile and expeditious synthesis of the first derivatives of a new class of benzene that is substituted with both three amide and three alkyne substituents. Sparsely covered monolayer films, made through spin-casting, reveal one-dimensional nanostructures that can be visualized with atomic force microscopy. In bulk, synchrotron X-ray diffraction and polarized light microscopy show that these nanostructured columns assemble further into a two-dimensional liquid crystalline phase. The birefringence of this phase can be switched by application of an electric field. The half-time for the liquid crystalline phase to switch is very fast and proportional to the applied voltage.