(Z)-2-ethyl-4-[2,2-dimethyl-1-(trimethylstannyl)propylidene]-3-borahomoadamantane | 339995-74-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (Z)-2-ethyl-4-[2,2-dimethyl-1-(trimethylstannyl)propylidene]-3-borahomoadamantane
• CAS: 339995-74-3
• 化学式: C₂₀H₃₇BSn
• 分子量: 407.035
• InChiKey: UBDLEIDODYKMSC-PNCGRKBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.47
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  (3,3-二甲基-1-丁炔基)三甲基锡烷 、 2-ethyl-1-boraadamantane 以 氘代氯仿 为溶剂， 生成 (Z)-5-ethyl-4-[2,2-dimethyl-1-(trimethylstannyl)propylidene]-3-borahomoadamantane 、 (Z)-2-ethyl-4-[2,2-dimethyl-1-(trimethylstannyl)propylidene]-3-borahomoadamantane
  参考文献：
  名称：

  1-Boraadamantane: reactivity towards mono-1-alkynyltin, -germanium and -silicon compounds—synthesis of 4-methylene-3-borahomoadamantanes

  摘要：

  The reaction of 1-boraadamantane 1 with 1-alkynyltin (3), -germanium (4), and -silicon compounds (5) leads to enlargement of the tricyclic system by formation of 4-methylene-3-borahomoadamantanes (6-9). These are 1,1-organoboration reactions which proceed by cleavage of the M-C equivalent to bond (M = Sn, Ge, Si). There is evidence for 1,1-deorganoboration which apparently take place much more readily than for non-cyclic analogues, most likely as the result of the strained tricyclic system. When 2-ethyl-1-boraadamantane (2) is used, again 3-borahomoadamantanes are formed, the isomers 15-18. The product distribution is sensitive to steric effects. However, it appears that the B-C(H)Et bond in 2 is slightly more reactive than the B-CH2 bonds. All products were characterised by H-1-, B-11-,C-13-, Si-29- and Sn-119-NMR. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00746-4