1,3-Ditert-butyl-2,2-bis(3-methoxyprop-1-ynyl)-1,3,2-diazastanninane | 259197-07-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,3-Ditert-butyl-2,2-bis(3-methoxyprop-1-ynyl)-1,3,2-diazastanninane
• CAS: 259197-07-4
• 化学式: C₁₉H₃₄N₂O₂Sn
• 分子量: 441.201
• InChiKey: XBXJULROWZQBER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  20.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三乙基硼 、 1,3-Ditert-butyl-2,2-bis(3-methoxyprop-1-ynyl)-1,3,2-diazastanninane 以 二氯甲烷-D2 为溶剂， 生成 [6,10-Ditert-butyl-3-ethyl-1,4-bis(methoxymethyl)-6,10-diaza-5-stannaspiro[4.5]deca-1,3-dien-2-yl]-diethylborane
  参考文献：
  名称：

  Spirocyclic stannole derivatives by 1,1-organoboration of 2,2-bis(1-alkynyl)-1,3-di-tert-butyl-1,3,2-diazastannacyclohexanes

  摘要：

  With the exception of 1c, the 2,2-bis(1-alkynyl)-1,3-di-tert-butyl-1,3,2-diazastannacyclohexanes (1) [C=C-R-1: R-1 = Me (a), Bu (b), Bu-t (c), Ph (d), SiMe, (e), CH2NMe2 (f), CH2OMe (g)] react with triethylborane, Et3B (2), to give the spirocyclic stannole derivatives 4a,b,d,e,f,g by intermolecular 1,1-ethylboration, followed by intramolecular 1,1-vinylboration. In the cases of 1f and Ig, zwitterionic intermediates 7f,g, in which the tin atom is coordinated to an alkynylborate C=C bond, were detected by NMR spectroscopy. In the case of the: reaction of 1e with triphenylborane, Ph3B (3), exchange reactions involving the Sn-N bonds compete with 1,1-organoboration, and the spirocyclic stannole derivative Se is only part of a complex reaction mixture. In the reaction of 1e with Et3B, an intermediate 8e with the wrong stereochemistry for ring closure was detected by NMR spectroscopy. Owing to the reversibility of 1,1-organoboration, the spirocyclic stannole 4e is finally formed. Products and intermediates were characterised by H-1, B-11, C-13, N-15, Si-29 and Sn-119 NMR spectroscopy. Several absolute signs of coupling constants in 4e were determined. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0020-1693(99)00299-6