1,1-diisopropyl-3,4-dimethyl-2-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silole | 216320-17-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: 1,1-diisopropyl-3,4-dimethyl-2-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silole
• 英文别名: 2-[5-Iodo-3,4-dimethyl-1,1-di(propan-2-yl)silol-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 216320-17-1
• 化学式: C₁₈H₃₂BIO₂Si
• 分子量: 446.252
• InChiKey: UOOYUHAAOUZBTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,1-diisopropyl-3,4-dimethyl-2,5-diiodosilole 、 异丙醇频哪醇硼酸酯 在 正丁基锂 、 水 作用下， 以 乙醚 、 正己烷 为溶剂， 以80%的产率得到1,1-diisopropyl-3,4-dimethyl-2-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silole
  参考文献：
  名称：

  Halodesilylation Route to 2,5-Difunctionalized 3,4-Dialkylsiloles and Their Derivatization to 2,2‘-Bisilole

  摘要：

  A new synthetic-route to 2,5-difunctionalized 3,4-dialkylsiloles has been developed based on the selective halodesilylation of 2,5-disilyl-1,1,3,4-tetraalkylsiloles. A series of 2,5-dihalosiloles having various alkyl groups on silicon and at the 3,4-positions were prepared. Some 2,5-dihalosiloles were further derivatized to unsymmetrical 2,5-difunctionalized siloles having boron or tin functionalities. A silole dimer, 2,2'-bisilole, was also prepared by the oxidative coupling using a copper complex starting from the 2,5-diiodosiloles. The crystal structure and UV-vis absorption spectral data of the 2,2'-bisilole have been compared to the 3,4-diphenyl analogue which we previously reported.

  DOI：

  10.1021/om980619y