tri-n-dodecylstibine | 5888-62-0

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: tri-n-dodecylstibine
• 英文别名: Tridodecylstibane
• CAS: 5888-62-0
• 化学式: C₃₆H₇₅Sb
• 分子量: 629.741
• InChiKey: USIRNOBECWWNRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.84
• 重原子数：
  37
• 可旋转键数：
  27
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 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：

  tri-n-dodecylstibine 在 偶氮二异丁腈 、 苯硫酚 作用下， 反应 0.5h， 生成 十二烷
  参考文献：
  名称：

  Arylthiols as Highly Chemoselective and Environmentally Benign Radical Reducing Agents

  摘要：

  Arylthiols serve as excellent environmentally benign reducing agents for organotellurium, organostibine, and organobismuthine compounds under radical conditions. Both small molecules and macromolecules possessing these heteroatorn groups are reduced under moderate thermal conditions to give near quantitative yields in most cases. The reduction shows high chemoselectivity with respect to the heteroatorn compounds the reactivity decreases in the order alkylbismuthines, alkylstibines, and alkyltellurides, while simple alkyl iodides could not be reduced. Alkyltellurides are selectively reduced in the presence of alkyl iodides even when an excess amount of arylthiol is used. Furthermore, alkylstibines are also selectively reduced in the presence of alkyltellurides. Moreover, the reduction conditions are compatible with the presence of a variety of polar functional groups in the substrates, products, and solvents, which are not tolerant under ionic and metal-catalyzed conditions. Carbon-carbon bond formation is possible with use of the carbon-centered radicals that are generated. The results clearly reveal the synthetic utility of arylthiols in organic synthesis.

  DOI：

  10.1021/jo801200b