1,1,2,2-tetrakis(trimethylsilyl)-dispiro[3,3',4,4'-biadamantane-1,2-digermacyclobutane] | 169830-33-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 1,1,2,2-tetrakis(trimethylsilyl)-dispiro[3,3',4,4'-biadamantane-1,2-digermacyclobutane]
• CAS: 169830-33-5
• 化学式: C₃₂H₆₄Ge₂Si₄
• 分子量: 706.382
• InChiKey: KIKDHHUAAKWNDB-FDPKSAQKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.04
• 重原子数：
  38.0
• 可旋转键数：
  4.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  1,1,2,2-tetrakis(trimethylsilyl)-dispiro[3,3',4,4'-biadamantane-1,2-digermacyclobutane] 以 甲基环己烷 为溶剂， 生成
  参考文献：
  名称：

  Thermal and Photochemical [2+2] Cycloreversion of a 1,2-Disilacyclobutane and a 1,2-Digermacyclobutane

  摘要：

  Upon heating of the highly sterically congested 1,1,2,2-tetrakis(trimethylsilyl)dispiro[3,3',4,4'-biadamantane-1,2-disilacyclobutane] (2) in solution in the presence of trapping reagents, such as 1,3-butadienes, styrene, phenylacetylene, and methanol, the trapping products of the silene bis(trimethylsilyl)adamantylidenesilene (1) are formed with high regioselectivity and good yields. Photolysis of 2 at -196 degrees C in methylcyclohexane in the absence of trapping agents produces tetrakis(trimethylsilyl)disilene (3). Photolysis of 2 in solution in the presence of 1,3-butadiene leads to a 2:1 mixture of 1,1,2,2-tetrakis(trimethylsilyl)-1,2-disilacyclohex-4-ene (10)-the trapping product of the disilene 3-and of 1,1-bis(trimethylsilyl)-1-silocyclopent-3-ene (11)-the trapping product of bis(trimethylsilyl)silylene (4)-together with 2,2'-biadamantylidene. The results of laser flash photolysis and of additional trapping experiments suggest that the sole primary product in the photolysis of 2 is the disilene 3, which dissociates under further irradiation to produce the silylene 4. Heating of 1,1,2,2-tetrakis(trimethylsilyl)dispiro[3,3',4,4'-biadamantane-1,2-digermacyclobutane] (14) in solution results in the quantitative formation of 2,2'-biadamantylidene and of germanium-containing oligomers, while neither bis(trimethylsilyl)adamantylidenegermene (15) nor tetrakis(trimethylsilyl)digermene (16) or bis(trimethylsilyl)germylene (17) could be trapped. Upon photolysis 14 behaves similarly to 2, leading to 16 and 17, which could be trapped by 1,3-butadiene.

  DOI：

  10.1021/ja9729600
• 作为产物：
  描述：

  金刚烷酮 、 tris(trimethylsilyl)germyllithium*2.5THF 以 苯 为溶剂， 以55%的产率得到1,1,2,2-tetrakis(trimethylsilyl)-dispiro[3,3',4,4'-biadamantane-1,2-digermacyclobutane]
  参考文献：
  名称：

  A novel synthesis of a germene and of a 1,2-digermacyclobutane via a Peterson-type reaction

  摘要：

  (Me3Si)3GeLi-STHF 与金刚烷酮在 -78 °C 下于己烷中发生反应，通过 Peterson 型消去反应生成双(三甲基硅基)金刚烷亚基胚芽烯，后者以头对头方式自发二聚生成 1、1,2,2-四(三甲基硅基)-二螺[3,3′,4,4′-双金刚烷-1,2-二二甲基环丁烷]，其 X 射线结构已被报道，或可被丁-1,3-二烯捕获，得到 Diels-Alder 产物。

  DOI：

  10.1039/c39950001625