4-(2,4,6-triisopropylphenyl)-4-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-1,2,3,4,5-tetrathiastannolane | 143953-70-2

• 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: 4-(2,4,6-triisopropylphenyl)-4-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-1,2,3,4,5-tetrathiastannolane
• 英文别名: 5-(2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)-5-(2,4,6-triisopropylphenyl)-1,2,3,4,5-tetrathiastannolane
• CAS: 143953-70-2
• 化学式: C₄₂H₈₂S₄Si₆Sn
• 分子量: 1002.6
• InChiKey: HKGKUJRLKCGWFX-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  15.82
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2,4,6-triisopropylphenyl)-4-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-1,2,3,4,5-tetrathiastannolane 在 P(C₆H₅)3 作用下， 以 甲苯 为溶剂， 以52%的产率得到{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}hydroxy(2,4,6-triisopropylphenyl)mercaptostannane
  参考文献：
  名称：

  Reaction of Tetrachalcogenastannolanes with Triphenylphosphine. A Novel Mode of Generation for Overcrowded Stannanethiones and Stannaneselones

  摘要：

  用三苯基膦对过度拥挤的 1,2,3,4,5- 四羰基甾烷醇进行脱羰基化反应，通过中间体斯坦尼硫酮和斯坦尼硒酮的 [2+2]cycloaddition 生成相应的 1,3,2,4- 二羰基阿地斯塔尼烷。通过 X 射线分析研究了新获得的 1,3,2,4-二羰基双十四烷的分子结构。

  DOI：

  10.1246/cl.1992.1595
• 作为产物：
  描述：

  1,2,3,4,5,6,7,8-八硫杂环辛烷 、 (2,4,6-tris[bis(trimethylsilyl)methyl]phenyl)(2,4,6-triisopropylphenyl)Sn 以 四氢呋喃 、 乙醚 为溶剂， 以50%的产率得到4-(2,4,6-triisopropylphenyl)-4-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-1,2,3,4,5-tetrathiastannolane
  参考文献：
  名称：

  动稳定的二芳基亚锡烷基锡烷基锡酮的合成与反应

  摘要：

  锡烷锡酮Tbt（Tip）Sn S（Tbt = 2,4,6-三[双（三甲基甲硅烷基）甲基]苯基; Tip = 2,4,6-三异丙基苯基）通过新的方法合成动力学稳定的二芳基亚锡基Tbt（Tip）Sn：与苯乙烯环硫或元素硫的化学反应。在己烷中，由于锡-硫双键的n-π*跃迁而引起的最大吸收出现在473 nm处。它与诸如二硫化碳和异硫氰酸苯酯之类的硫代枯烯反应，并与氧化苯乙烯和均三甲苯氧化物反应，得到相应的环加合物。通过X-射线结构分析确定了锡萘那酮与二硫化碳的[2 + 2]环加合物的结构。与Tbt（Tip）Sn S相比，受阻较弱的锡烷内酯Tbt（Mes）SnS（Mes =均三甲苯基）在室温下二聚，得到相应的1,3,2,4-二硫代二金刚烷。

  DOI：

  10.1021/om960449u

文献信息

• Formation and reactions of stannanethiones and stannaneselones
  作者：Yasusuke Matsuhashi、Norihiro Tokitoh、Renji Okazaki、Midori Goto

  DOI：10.1021/om00031a030

  日期：1993.7

  Two approaches for the formation of stannanethiones and stannaneselones were examined, i.e., (i) the thermal retrocycloaddition of trichalcogenastannolanes 1 and (ii) the dechalcogenation of tetrachalcogenastannolanes 2 and 3. Novel heterocycles containing tin and chalcogen atoms, 1,2,4,3-trichalcogenastannolanes Tb(Tip)SnY3CPh2 [1a,b (Y = S, Se; Tb = 2,4,6-tris[bis-trimethylsilyl)methyl]phenyl; Tip = 2,4,6-triisopropylphenyl)], have been synthesized by the thermal reaction of 1,2,3,4,5-tetrachalcogenastannolanes Tb(Tip)SnY4 (3) with diphenyldiazomethane followed by dechalcogenation with hexamethylphosphoric triamide. Thermal decomposition of trichalcogenastannolanes 1 in the presence of dimethyl acetylenedicarboxylate (DMAD) afforded thiastannete 8 and selenastannete 14 as novel tin-containing heterocycles. The formation of 8 and 14 was explained in terms of a [2 + 2]cycloaddition of intermediary stannanethione 18a and stannaneselone 18b with DMAD. Dechalcogenation of tetrachalcogenastannolanes 2 and 3 with trivalent phosphorus compounds in the absence of trapping agents gave dichalcogenadistannetanes whose formation was explained in terms of dimerization of stannanethione 18a or stannaneselone 18b, except for the reaction of more crowded triisopropylphenyl-substituted 3a which gave a monomeric product 28 at room temperature on account of a slower rate of dimerization. The desulfurization of 3a with triphenylphosphine in the presence of an excess amount of 2,3-dimethyl-1,3-butadiene provided [4 + 2]cycloadduct 32 as the first example of [4 + 2]cycloaddition of a stannanethione. The structures of 26, 27, 31, 8, and 14 were definitely determined by X-ray diffraction analysis. The central four-membered rings of trans-dichalcogenadistannetanes 26 and 31 were almost completely planar, while those of cis-27 had unprecedentedly large fold angles due to the steric repulsion between two Tb groups. Both 8 and 14 were found to have distorted trapezoid skeletons reflecting the coexistence of long tin-chalcogen bonds and short carbon-carbon double bonds.
• Okazaki, Renji; Matsuhashi, Yasusuke; Matsumoto, Tsuyoshi, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 397 - 398
  作者：Okazaki, Renji、Matsuhashi, Yasusuke、Matsumoto, Tsuyoshi、Saito, Masaichi、Manmaru, Kyoko、Tokitoh, Norihiro

  DOI：——

  日期：——
• Synthesis of novel metal-chalcogen mixed clusters by the reactions of 1,2,3,4,5-tetrachalcogenastannolanes with Os3(CO)12: the first examples of transition-metal complexes bridged by stannanethione and stannaneselone
  作者：Norihiro Tokitoh、Yasusuke Matsuhashi、Renji Okazaki

  DOI：10.1021/om00032a009

  日期：1993.8

  Novel, tin-containing transition-metal-chalcogen mixed clusters 2, 3, and 4 have been synthesized by the complexation of overcrowded diaryl-substituted 1,2,3,4,5-tetrachalcogenastannolanes, Tb(Tip)SnY4 (1a, Y = S; 1b, Y = Se; Tb = 2,4,6-tris[bis(trimethylsilyl)-methyl]phenyl, Tip = 2,4,6-triisopropylphenyl), with Os3(CO)12. The molecular structures of clusters 2a and 2b, which are the first examples of binuclear osmium complexes bridged by stannanethione and stannaneselone ligands, were successfully determined by X-ray crystallographic analysis.
• Synthesis and Reactions of a Stannanethione Derived from a Kinetically Stabilized Diarylstannylene
  作者：Masaichi Saito、Norihiro Tokitoh、Renji Okazaki

  DOI：10.1021/om960449u

  日期：1996.10.15

  Stannanethione Tbt(Tip)SnS (Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Tip = 2,4,6-triisopropylphenyl), containing a novel tin−sulfur double bond, was synthesized by the reactions of the corresponding kinetically stabilized diarylstannylene Tbt(Tip)Sn:  with styrene episulfide or elemental sulfur. An absorption maximum due to the n−π* transition of the tin−sulfur double bond appeared at 473

  锡烷锡酮Tbt（Tip）Sn S（Tbt = 2,4,6-三[双（三甲基甲硅烷基）甲基]苯基; Tip = 2,4,6-三异丙基苯基）通过新的方法合成动力学稳定的二芳基亚锡基Tbt（Tip）Sn：与苯乙烯环硫或元素硫的化学反应。在己烷中，由于锡-硫双键的n-π*跃迁而引起的最大吸收出现在473 nm处。它与诸如二硫化碳和异硫氰酸苯酯之类的硫代枯烯反应，并与氧化苯乙烯和均三甲苯氧化物反应，得到相应的环加合物。通过X-射线结构分析确定了锡萘那酮与二硫化碳的[2 + 2]环加合物的结构。与Tbt（Tip）Sn S相比，受阻较弱的锡烷内酯Tbt（Mes）SnS（Mes =均三甲苯基）在室温下二聚，得到相应的1,3,2,4-二硫代二金刚烷。
• Reaction of Tetrachalcogenastannolanes with Triphenylphosphine. A Novel Mode of Generation for Overcrowded Stannanethiones and Stannaneselones
  作者：Norihiro Tokitoh、Yasusuke Matsuhashi、Midori Goto、Renji Okazaki

  DOI：10.1246/cl.1992.1595

  日期：1992.8

  Dechalcogenation of overcrowded 1,2,3,4,5-tetrachalcogenastannolanes with triphenylphosphine resulted in the formation of the corresponding 1,3,2,4-dichalcogenadistannetanes via [2+2]cycloaddition of intermediary stannanethione and stannaneselone. Molecular structures of the newly obtained 1,3,2,4-dichalcogenadistannetanes were examined by X-ray analysis.

  用三苯基膦对过度拥挤的 1,2,3,4,5- 四羰基甾烷醇进行脱羰基化反应，通过中间体斯坦尼硫酮和斯坦尼硒酮的 [2+2]cycloaddition 生成相应的 1,3,2,4- 二羰基阿地斯塔尼烷。通过 X 射线分析研究了新获得的 1,3,2,4-二羰基双十四烷的分子结构。