1,1-dichloro-2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane | 392737-29-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: 1,1-dichloro-2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane
• 英文别名: [1,1-Dichloro-2,5,5-tris(trimethylsilyl)stannolan-2-yl]-trimethylsilane
• CAS: 392737-29-0
• 化学式: C₁₆H₄₀Cl₂Si₄Sn
• 分子量: 534.452
• InChiKey: VFGGNVGPADGDRK-UHFFFAOYSA-L

物化性质

• 沸点：
  407.5±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  1,1-dichloro-2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane 在 potassium graphite 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane-1,1-diyl
  参考文献：
  名称：

  New synthesis of a stable dialkylstannylene and its reversible complexation with tetrahydrofuran

  摘要：

  A stable dialkylstannylene [2,2,5,5-tetrakis(trimethylsilyl)stannacyclopentane-1,1-diyl] was synthesized by the reduction of the corresponding dichlorostannane with KC, in THF at low temperature. The stannylene showed reversible complexation with tetrahydrofuran (THF) with DeltaH = - 7.0 kcal mol(-1) and DeltaS = - 48 cal mol(-1) K(-1), suggesting that the complexation is energetically favored but disfavored by the steric hindrance. No such complexation with THF was observed for the corresponding germylene and silylene. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00998-6
• 作为产物：
  描述：

  2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane-1,1-diyl 以 正己烷 为溶剂， 生成 1,1-dichloro-2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane
  参考文献：
  名称：

  将可分离的二烷基亚锡插入到提供酰基（氯）锡烷的酰基氯的C–Cl键中

  摘要：

  可分离的二烷基亚锡1与1-金刚烷酰基，2，2-二甲基丙酰基，苯甲酰基和取代的苯甲酰氯的反应以良好的产率提供了相应的酰基（氯）锡烷。与反应性更高的乙酰氯和丙酰氯的类似反应不会产生相应的插入产物，但通过过度反应会产生相应的二氯锡烷。苯甲酰基（氯）锡烷与乙酰氯反应，定量得到相应的1,2-二酮和二氯锡烷。通过多核NMR光谱，高分辨率质谱和单晶X射线衍射研究对获得的酰基（氯）锡烷进行了充分表征。

  DOI：

  10.1021/acs.organomet.7b00549

文献信息

• Diverse reactions of nitroxide-radical adducts of silylene, germylene, and stannylene
  作者：Takeaki Iwamoto、Hidenori Masuda、Shintaro Ishida、Chizuko Kabuto、Mitsuo Kira

  DOI：10.1016/j.jorganchem.2003.12.025

  日期：2004.4

  The results of the thermolysis of 1:2 adducts of stable group-14 element divalent compounds [R(2)M:, R(2) = 1, 1 4,4-tetrakis(trimethylsilyl)butane-1.4-diyl; 1b, M = Ge; 1c, M = Sn] to TEMPO radical are discussed in detail. Whereas the thermal reactions of the 1:2 aducts [R(2)M(OR')(2), R' = 2,2,6,6-tetramethylpiperidin-N-yl; 3b, M - Ge; 3c, M = Sn] are understood to proceed by the initial homolysis of an M-O bond to give the corresponding aminoxy-substituted group-14 element radicals [R(2)(R'O)M(.); 2b, M = Ge; 2c, M = Sn] and TEMPO. the subsequent reactions of 2b and 2c were remarkably different to each other; 2b favors the N-O bond fission (path b) to give the corresponding germanone, while 2c prefers the M-O bond fission (path a) to give stannylene (1c). In combining with our previous results for aminoxysilyl radical (2a) [R(2)(R'O)Si], the origin of the remarkable differences in the reactivity among group-14 element radicals 2a-2c is discussed on the basis of the theoretical calculations for model reactions.Improved syntheses of the precursor dichlorogermane and dichlorostannane of germylene (1b) and stannylene (1c), respectively, are described in Section 3. (C) 2004 Elsevier B,V. All rights reserved.
• New synthesis of a stable dialkylstannylene and its reversible complexation with tetrahydrofuran
  作者：Mitsuo Kira、Shintaro Ishida、Takeaki Iwamoto、Rika Yauchibara、Hideki Sakurai

  DOI：10.1016/s0022-328x(01)00998-6

  日期：2001.11

  A stable dialkylstannylene [2,2,5,5-tetrakis(trimethylsilyl)stannacyclopentane-1,1-diyl] was synthesized by the reduction of the corresponding dichlorostannane with KC, in THF at low temperature. The stannylene showed reversible complexation with tetrahydrofuran (THF) with DeltaH = - 7.0 kcal mol(-1) and DeltaS = - 48 cal mol(-1) K(-1), suggesting that the complexation is energetically favored but disfavored by the steric hindrance. No such complexation with THF was observed for the corresponding germylene and silylene. (C) 2001 Elsevier Science B.V. All rights reserved.
• Insertion of an Isolable Dialkylstannylene into C–Cl Bonds of Acyl Chlorides Giving Acyl(chloro)stannanes
  作者：Qiong Lu、Chenting Yan、Xu-Qiong Xiao、Zhifang Li、Ningka Wei、Guoqiao Lai、Mitsuo Kira

  DOI：10.1021/acs.organomet.7b00549

  日期：2017.9.25

  1-adamantanoyl, 2,2-dimethylpropanoyl, benzoyl, and substituted benzoyl chlorides afford the corresponding acyl(chloro)stannanes in good yields. Similar reactions with more reactive acetyl and propanoyl chlorides do not give the corresponding insertion products but the corresponding dichlorostannane by the overreaction. The benzoyl(chloro)stannane reacts with acetyl chloride to afford the corresponding

  可分离的二烷基亚锡1与1-金刚烷酰基，2，2-二甲基丙酰基，苯甲酰基和取代的苯甲酰氯的反应以良好的产率提供了相应的酰基（氯）锡烷。与反应性更高的乙酰氯和丙酰氯的类似反应不会产生相应的插入产物，但通过过度反应会产生相应的二氯锡烷。苯甲酰基（氯）锡烷与乙酰氯反应，定量得到相应的1,2-二酮和二氯锡烷。通过多核NMR光谱，高分辨率质谱和单晶X射线衍射研究对获得的酰基（氯）锡烷进行了充分表征。