5-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-5-[2,6-bis(2-methylphenyl)phenyl]-1,2,3,4,5-tetraselenastannolane | 820217-12-7

• 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: 5-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-5-[2,6-bis(2-methylphenyl)phenyl]-1,2,3,4,5-tetraselenastannolane
• CAS: 820217-12-7
• 化学式: C₄₇H₇₆Se₄Si₆Sn
• 分子量: 1244.18
• InChiKey: UTJUINVTTYDRMS-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  12.28
• 重原子数：
  58.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 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：

  5-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-5-[2,6-bis(2-methylphenyl)phenyl]-1,2,3,4,5-tetraselenastannolane 在 tributylphosphine 作用下， 以 甲苯 为溶剂， 生成 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl(2,2''-dimethyl-m-terphenyl-2'-yl)Sn=S
  参考文献：
  名称：

  Tin−Chalcogen Double-Bond Compounds, Stannanethione and Stannaneselone:  Synthesis, Structure, and Reactivities

  摘要：

  The first isolation of diarylstannanethione (tin-sulfur double-bond compound) and diarylstannaneselone (tin-selenium double-bond compound), Tbt(Ditp)Sn=X (Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Ditp = 2,2"-diisopropyl-m-terphenyl-2'-yl; X = S and Se) was accomplished by dechalcogenation of the corresponding highly hindered tetrachalcogenastannolanes, Tbt(Ditp)SnX4. The Sn-119 NMR of stannanethione, Tbt(Ditp)Sn=S, and stannaneselone, Tbt(Ditp)Sn=Se, showed only one low-field broad signal at 531 and 440 ppm, respectively, characteristic of a tricoordinated tin, and hence, the stannanethione and stannaneselone display an intrinsic nature of tin-chalcogen double-bond compounds. The X-ray crystallographic analysis of the isolated stannaneselone, Tbt(Ditp)Sn=Se 5a, revealed a completely trigonal geometry around the central tin with a remarkably short Sn-Se bond length, indicative of structural similarity to a ketone.

  DOI：

  10.1021/ja048453h
• 作为产物：
  描述：

  selenium 、 2,6-bis(2-methylphenyl)iodobenzene 、 1-bromo-2,4,6-tris[bis(trimethylsilyl)methyl]benzene 、 tin(ll) chloride 在 t-BuLi 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 以29%的产率得到5-[2,4,6-tris[bis(trimethylsilyl)methyl]phenyl]-5-[2,6-bis(2-methylphenyl)phenyl]-1,2,3,4,5-tetraselenastannolane
  参考文献：
  名称：

  Tin−Chalcogen Double-Bond Compounds, Stannanethione and Stannaneselone:  Synthesis, Structure, and Reactivities

  摘要：

  The first isolation of diarylstannanethione (tin-sulfur double-bond compound) and diarylstannaneselone (tin-selenium double-bond compound), Tbt(Ditp)Sn=X (Tbt = 2,4,6-tris[bis(trimethylsilyl)methyl]phenyl; Ditp = 2,2"-diisopropyl-m-terphenyl-2'-yl; X = S and Se) was accomplished by dechalcogenation of the corresponding highly hindered tetrachalcogenastannolanes, Tbt(Ditp)SnX4. The Sn-119 NMR of stannanethione, Tbt(Ditp)Sn=S, and stannaneselone, Tbt(Ditp)Sn=Se, showed only one low-field broad signal at 531 and 440 ppm, respectively, characteristic of a tricoordinated tin, and hence, the stannanethione and stannaneselone display an intrinsic nature of tin-chalcogen double-bond compounds. The X-ray crystallographic analysis of the isolated stannaneselone, Tbt(Ditp)Sn=Se 5a, revealed a completely trigonal geometry around the central tin with a remarkably short Sn-Se bond length, indicative of structural similarity to a ketone.

  DOI：

  10.1021/ja048453h