(Ph)(Me)Si((CH2)3B(OH)2)2 | 1292360-20-3

• 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: (Ph)(Me)Si((CH2)3B(OH)2)2
• 英文别名: 3-(3-Boronopropyl-methyl-phenylsilyl)propylboronic acid；3-(3-boronopropyl-methyl-phenylsilyl)propylboronic acid
• CAS: 1292360-20-3
• 化学式: C₁₃H₂₄B₂O₄Si
• 分子量: 294.039
• InChiKey: GZWAQLNWFPTEJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Ph)(Me)Si((CH2)3BBr2)2 在 水 作用下， 以 二氯甲烷 为溶剂， 以1.31 g的产率得到(Ph)(Me)Si((CH2)3B(OH)2)2
  参考文献：
  名称：

  Hydroxy- and boronic-acid-functionalized carbosilanes: Synthesis and solid state structure of Si(C6H4-4-SiMe2((CH2)3OH))4

  摘要：

  Consecutive synthesis methodologies for the preparation of carbosilanes (Ph)(Me)Si((CH2)(3)B(OH)(2))(2) (2), Si (C6H4-4-SiMe2((CH2)(3)B(OH)(2)))(4) (5), (Ph)(Me)Si((CH2)(3)OH)(2) (3), and Si(C6H4-4-SiMe3-n((CH2)(3)OH)(n))(4) (6a, n = 1; 6b, n = 2; 6c, n = 3) are reported. Boronic acids 2 and 5 are accessible by treatment of (Ph)(Me) Si(CH2CH=CH2)(2) (1) or Si(C6H4-4-SiMe2(CH2CH=CH2))(4) (4a) with HBBr2 center dot SMe2 followed by addition of water, while 3 and 6 are available by the hydroboration of 1 or Si(C6H4-4-SiMe3-n(CH2CH=CH2)(n))(4) (4a, n = 1; 4b, n = 2; 4c, n = 3) with H3B center dot SMe2 and subsequent oxidation with H2O2.The single molecular structure of 6a in the solid state is reported. Representative is that 6a crystallized in the chiral non-centrosymmetric space group P2(1)2(1)2(1) forming 2D layers due to intermolecular hydrogen bond formation of the HO functionalities along the crystallographic a and c axes. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.01.006

文献信息

• Hydroxy- and boronic-acid-functionalized carbosilanes: Synthesis and solid state structure of Si(C6H4-4-SiMe2((CH2)3OH))4
  作者：Heinrich Lang、Zakariyya Ishtaiwi、Tobias Rüffer、Robert Mothes、Bernhard Walfort

  DOI：10.1016/j.jorganchem.2011.01.006

  日期：2011.4

  Consecutive synthesis methodologies for the preparation of carbosilanes (Ph)(Me)Si((CH2)(3)B(OH)(2))(2) (2), Si (C6H4-4-SiMe2((CH2)(3)B(OH)(2)))(4) (5), (Ph)(Me)Si((CH2)(3)OH)(2) (3), and Si(C6H4-4-SiMe3-n((CH2)(3)OH)(n))(4) (6a, n = 1; 6b, n = 2; 6c, n = 3) are reported. Boronic acids 2 and 5 are accessible by treatment of (Ph)(Me) Si(CH2CH=CH2)(2) (1) or Si(C6H4-4-SiMe2(CH2CH=CH2))(4) (4a) with HBBr2 center dot SMe2 followed by addition of water, while 3 and 6 are available by the hydroboration of 1 or Si(C6H4-4-SiMe3-n(CH2CH=CH2)(n))(4) (4a, n = 1; 4b, n = 2; 4c, n = 3) with H3B center dot SMe2 and subsequent oxidation with H2O2.The single molecular structure of 6a in the solid state is reported. Representative is that 6a crystallized in the chiral non-centrosymmetric space group P2(1)2(1)2(1) forming 2D layers due to intermolecular hydrogen bond formation of the HO functionalities along the crystallographic a and c axes. (C) 2011 Elsevier B.V. All rights reserved.