Chlordimethyl-(3-methylbut-3-en-1-inyl)-silan | 343849-80-9

• 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: Chlordimethyl-(3-methylbut-3-en-1-inyl)-silan
• 英文别名: Chloro-dimethyl-(3-methylbut-3-en-1-ynyl)silane
• CAS: 343849-80-9
• 化学式: C₇H₁₁ClSi
• 分子量: 158.703
• InChiKey: HUASAPAQLADROT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  Chlordimethyl-(3-methylbut-3-en-1-inyl)-silan 在 4-二甲氨基吡啶 、 bis(1,5-cyclooctadiene)nickel (0) 、 四丁基氟化铵 、 高碘酸 、 三乙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 3,4-dimethyl-penta-2,4-dienal
  参考文献：
  名称：

  镍拴合的乙醛用镍催化制备立体定义的烯丙醇

  摘要：

  据报道，硅系链的缩醛的镍催化环化反应。所获得的硅杂环可以通过涉及乙烯基硅烷官能团的立体定向的去甲硅烷基化的裂解过程转化为具有立体定义的烯烃单元的烯丙基醇。

  DOI：

  10.1016/s0040-4039(01)00461-0
• 作为产物：
  描述：

  2-甲基-3-丁炔-2-醇 在 甲基锂 、 乙酸酐 、 对甲苯磺酸 作用下， 以 乙醚 为溶剂， 生成 Chlordimethyl-(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.
• Nickel-catalyzed preparation of stereodefined allylic alcohols using silicon-tethered ynals
  作者：Mario Lozanov、John Montgomery

  DOI：10.1016/s0040-4039(01)00461-0

  日期：2001.5

  The nickel-catalyzed cyclization of silicon-tethered ynals is reported. The silicon heterocycles obtained may be converted into allylic alcohols that possess a stereodefined alkene unit via a cleavage process that involves stereospecific protodesilylation of the vinyl silane functionality.

  据报道，硅系链的缩醛的镍催化环化反应。所获得的硅杂环可以通过涉及乙烯基硅烷官能团的立体定向的去甲硅烷基化的裂解过程转化为具有立体定义的烯烃单元的烯丙基醇。