1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne | 200118-29-2

• 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: 1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne
• 英文别名: 1,2-Bis-(3-bromo-prop-1-ynyl)-1,1,2,2-tetramethyl-disilane；3-bromoprop-1-ynyl-[3-bromoprop-1-ynyl(dimethyl)silyl]-dimethylsilane
• CAS: 200118-29-2
• 化学式: C₁₀H₁₆Br₂Si₂
• 分子量: 352.216
• InChiKey: GKQFHGAQMMMDDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne 在 sodium sulfide 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 20.0h， 以20%的产率得到5,5,6,6-tetramethyl-1-thia-5,6-disilacyclonona-3,7-diyne
  参考文献：
  名称：

  Interaction of cyclic thiadiynes with CpCo(COD)—selectivity and reactivity

  摘要：

  The reaction of CpCo(COD) with several cyclic thiadiynes leads to selective product formation; according to their ring size either (2,5)[2.2]thiophenophanes or CpCo-stabilized cyclobutadienes were formed. The outcome of the reaction can be attributed to the geometry in the transition states, 6 and 11. X-ray structure analyses of the reacting thiacycles and the isolated CpCo compounds are given and correlated with the tautness of the cobaltols. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01295-5
• 作为产物：
  描述：

  1,8-dichloro-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne 在 lithium bromide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以85%的产率得到1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne
  参考文献：
  名称：

  1,1,2,2-Tetramethyl-1,2-disilacycloocta-3,7-diyne — structure and bonding properties of a highly strained cyclic diyne

  摘要：

  1,1,2,2-Tetramethyl-1,2-disilacycloocta-3,7-diyne (4) 可通过 1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne (9) 与锂在催化量的联苯存在下发生反应而制备。对 4 的单晶体进行的 X 射线研究显示，它几乎呈平面结构，采用 C2v 对称。三键中的碳原子对之间的横向距离分别为 2.672 Ã 和 3.153 Ã。对 4 的 He（I）光电子能谱的分析表明，三键的平面内 Ï 轨道与 SiâSi Ï 键之间存在着强烈的相互作用。

  DOI：

  10.1039/a900318e

文献信息

• A convenient synthesis of ethano-bridged cyclic diynes — Preparation of 1,1,2,2-tetramethyl-1,2-disilacycloocta-3,7-diyne
  作者：Gebhard Haberhauer、Rolf Roers、Rolf Gleiter

  DOI：10.1016/s0040-4039(97)10329-x

  日期：1997.12

  Cyclic diynes bridged by an ethano moiety on one side are formed in the reaction of alpha,omega-dihalogen precursors with lithium in presence of biphenyl. (C) 1997 Elsevier Science Ltd.
• Rausch; Werz; Rittinger, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2002, vol. 2, # 1, p. 72 - 76
  作者：Rausch、Werz、Rittinger、Gleiter、Oeser、Rominger

  DOI：——

  日期：——
• 1,1,2,2-Tetramethyl-1,2-disilacycloocta-3,7-diyne — structure and bonding properties of a highly strained cyclic diyne
  作者：Gebhard Haberhauer、Frank Rominger、Rolf Gleiter

  DOI：10.1039/a900318e

  日期：——

  1,1,2,2-Tetramethyl-1,2-disilacycloocta-3,7-diyne (4) could be prepared by reaction of 1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne (9) with lithium in the presence of catalytic amounts of biphenyl. X-Ray investigations on single crystals of 4 revealed an almost planar structure adopting C2v symmetry. The transannular distances between the pairs of carbon atoms in the triple bonds are 2.672 and 3.153 Å, respectively. The analysis of the He(I) photoelectron spectrum of 4 reveals a strong interaction between the in-plane π-orbitals of the triple bonds and the Si–Si σ-bond.

  1,1,2,2-Tetramethyl-1,2-disilacycloocta-3,7-diyne (4) 可通过 1,8-dibromo-4,4,5,5-tetramethyl-4,5-disilaocta-2,6-diyne (9) 与锂在催化量的联苯存在下发生反应而制备。对 4 的单晶体进行的 X 射线研究显示，它几乎呈平面结构，采用 C2v 对称。三键中的碳原子对之间的横向距离分别为 2.672 Ã 和 3.153 Ã。对 4 的 He（I）光电子能谱的分析表明，三键的平面内 Ï 轨道与 SiâSi Ï 键之间存在着强烈的相互作用。
• Interaction of cyclic thiadiynes with CpCo(COD)—selectivity and reactivity
  作者：Rolf Gleiter、Jörg Classen、Bernhard J Rausch、Thomas Oeser、Frank Rominger

  DOI：10.1016/s0022-328x(01)01295-5

  日期：2002.1

  The reaction of CpCo(COD) with several cyclic thiadiynes leads to selective product formation; according to their ring size either (2,5)[2.2]thiophenophanes or CpCo-stabilized cyclobutadienes were formed. The outcome of the reaction can be attributed to the geometry in the transition states, 6 and 11. X-ray structure analyses of the reacting thiacycles and the isolated CpCo compounds are given and correlated with the tautness of the cobaltols. (C) 2002 Elsevier Science B.V. All rights reserved.