(E)-4-[1-(trimethylstannyl)butylidene]-3-borahomoadamantane | 339576-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢噻吩类
• 英文名称: (E)-4-[1-(trimethylstannyl)butylidene]-3-borahomoadamantane
• 英文别名: (Z)-4-[1-(trimethylstannyl)butylidene]-3-borahomoadamantane
• CAS: 339576-86-2；339576-79-3
• 化学式: C₁₇H₃₁BSn
• 分子量: 364.954
• InChiKey: GBHOXIZRFIXQMP-RZHWPYKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  (E)-4-[1-(trimethylstannyl)butylidene]-3-borahomoadamantane 以 氘代氯仿 为溶剂， 以65%的产率得到(Z)-4-[1-(trimethylstannyl)butylidene]-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
• 作为产物：
  描述：

  1-boraadamantane 、 三甲基(戊-1-炔基)锡烷 以 正戊烷 为溶剂， 生成 (E)-4-[1-(trimethylstannyl)butylidene]-3-borahomoadamantane 、 (Z)-4-[1-(trimethylstannyl)butylidene]-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