3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-6,6-diphenyl-1,2,4,5-tetrathia-3-stannacyclohexane | 144602-82-4

• 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: 3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-6,6-diphenyl-1,2,4,5-tetrathia-3-stannacyclohexane
• 英文别名: [Phenyl-bis(sulfidosulfanyl)methyl]benzene;[2,4,6-tri(propan-2-yl)phenyl]-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]tin(2+)
• CAS: 144602-82-4
• 化学式: C₅₅H₉₂S₄Si₆Sn
• 分子量: 1168.82
• InChiKey: GJEGCACQPHKQPG-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  18.81
• 重原子数：
  66
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-6,6-diphenyl-1,2,4,5-tetrathia-3-stannacyclohexane 、 三(二甲胺基)膦 以 not given 为溶剂， 生成 3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-5,5-diphenyl-1,2,4,3-trithiastannolane
  参考文献：
  名称：

  Okazaki, Renji; Matsuhashi, Yasusuke; Matsumoto, Tsuyoshi, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 74, # 1-4, p. 397 - 398

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(2,4,6-triisopropylphenyl)-4-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-1,2,3,4,5-tetrathiastannolane 、 二苯基重氮甲烷 以 苯 为溶剂， 以27%的产率得到3-(2,4,6-triisopropylphenyl)-3-{2,4,6-tris(bis(trimethylsilyl)methyl)phenyl}-6,6-diphenyl-1,2,4,5-tetrathia-3-stannacyclohexane
  参考文献：
  名称：

  Formation and reactions of stannanethiones and stannaneselones

  摘要：

  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.

  DOI：

  10.1021/om00031a030

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：——