Bis(2,4,6-triisopropylphenyl)-fluor-(3-methylbut-3-en-1-inyl)-silan | 343849-85-4

• 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: Bis(2,4,6-triisopropylphenyl)-fluor-(3-methylbut-3-en-1-inyl)-silan
• 英文别名: Fluoro-(3-methylbut-3-en-1-ynyl)-bis[2,4,6-tri(propan-2-yl)phenyl]silane；fluoro-(3-methylbut-3-en-1-ynyl)-bis[2,4,6-tri(propan-2-yl)phenyl]silane
• CAS: 343849-85-4
• 化学式: C₃₅H₅₁FSi
• 分子量: 518.874
• InChiKey: BZAUIUBHHDNQBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.57
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  叔丁基锂 、 Bis(2,4,6-triisopropylphenyl)-fluor-(3-methylbut-3-en-1-inyl)-silan 在 甲醇 作用下， 以 正己烷 、 正戊烷 为溶剂， 反应 0.5h， 以49%的产率得到Bis(1,3,5-triisopropylphenyl)-fluor-(3,5,5-trimethyl-1,2-hexadienyl)-silan
  参考文献：
  名称：

  Silaheterocyclen XXXVII.

  摘要：

  A series of differently substituted alkeneinylhalogensilanes R2Si(X)-C drop CC(Me)=CH2 (X = Cl: R = Me (2), Cl (3), Ph (4); X = F: R = Me (5), Mes (6), Tip (7)) is reacted with t-BuLi in solvents of different polarity to give mainly E/Z-isomeric 2.4-bispentenylidene-1,3-disilacyclobutanes (11, 23 and 31) and E/Z-isomeric 2.4,6-trispentenylidene-1,3.5-trisilacydohexanes (12 and 24) competitively. Obviously the four- and six-membered silacycles are formed stepwise by intermolecular coupling reactions of the lithiated precursors R2Si(X)C(Li)=C=C(Me)-t-Bu which preliminary result from the 1,4-addition of the lithium organyle to the alkeneinylhalogensilanes. Alternatively, silacumulene formation (R2Si=C=C=C(Me)CH2-t-Bu) might be discussed, but the isolation of Cl3Si-C(=C=C(Me)CH2-t-Bu)-C-C-C(Me)=CH2 (22) as coupling product starting from trichlorosilane 3 and t-BuLi and high molecular multistep coupling products starting from the fluorinated precursors 5 and 7 strongly favour the the coupling reactions over silacumulene formation. Consequently, all attempts to isolate a stable silacumulene from the silicon sterically overcrowded starting compounds 6 and 7 failed. (C) 2001 Published by Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00855-x
• 作为产物：
  描述：

  difluorobis(2,4,6-tri-isopropylphenyl)silane 在 甲基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 30.83h， 生成 Bis(2,4,6-triisopropylphenyl)-fluor-(3-methylbut-3-en-1-inyl)-silan
  参考文献：
  名称：

  Silaheterocyclen XXXVII.

  摘要：

  A series of differently substituted alkeneinylhalogensilanes R2Si(X)-C drop CC(Me)=CH2 (X = Cl: R = Me (2), Cl (3), Ph (4); X = F: R = Me (5), Mes (6), Tip (7)) is reacted with t-BuLi in solvents of different polarity to give mainly E/Z-isomeric 2.4-bispentenylidene-1,3-disilacyclobutanes (11, 23 and 31) and E/Z-isomeric 2.4,6-trispentenylidene-1,3.5-trisilacydohexanes (12 and 24) competitively. Obviously the four- and six-membered silacycles are formed stepwise by intermolecular coupling reactions of the lithiated precursors R2Si(X)C(Li)=C=C(Me)-t-Bu which preliminary result from the 1,4-addition of the lithium organyle to the alkeneinylhalogensilanes. Alternatively, silacumulene formation (R2Si=C=C=C(Me)CH2-t-Bu) might be discussed, but the isolation of Cl3Si-C(=C=C(Me)CH2-t-Bu)-C-C-C(Me)=CH2 (22) as coupling product starting from trichlorosilane 3 and t-BuLi and high molecular multistep coupling products starting from the fluorinated precursors 5 and 7 strongly favour the the coupling reactions over silacumulene formation. Consequently, all attempts to isolate a stable silacumulene from the silicon sterically overcrowded starting compounds 6 and 7 failed. (C) 2001 Published by Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00855-x

文献信息

• Silaheterocyclen XXXVII.
  作者：Norbert Auner、Martin Grasmann

  DOI：10.1016/s0022-328x(00)00855-x

  日期：2001.3

  A series of differently substituted alkeneinylhalogensilanes R2Si(X)-C drop CC(Me)=CH2 (X = Cl: R = Me (2), Cl (3), Ph (4); X = F: R = Me (5), Mes (6), Tip (7)) is reacted with t-BuLi in solvents of different polarity to give mainly E/Z-isomeric 2.4-bispentenylidene-1,3-disilacyclobutanes (11, 23 and 31) and E/Z-isomeric 2.4,6-trispentenylidene-1,3.5-trisilacydohexanes (12 and 24) competitively. Obviously the four- and six-membered silacycles are formed stepwise by intermolecular coupling reactions of the lithiated precursors R2Si(X)C(Li)=C=C(Me)-t-Bu which preliminary result from the 1,4-addition of the lithium organyle to the alkeneinylhalogensilanes. Alternatively, silacumulene formation (R2Si=C=C=C(Me)CH2-t-Bu) might be discussed, but the isolation of Cl3Si-C(=C=C(Me)CH2-t-Bu)-C-C-C(Me)=CH2 (22) as coupling product starting from trichlorosilane 3 and t-BuLi and high molecular multistep coupling products starting from the fluorinated precursors 5 and 7 strongly favour the the coupling reactions over silacumulene formation. Consequently, all attempts to isolate a stable silacumulene from the silicon sterically overcrowded starting compounds 6 and 7 failed. (C) 2001 Published by Elsevier Science B.V. All rights reserved.