3-diethylboryl-4-ethyl-1,1,5-trimethyl-2-trimethylplumbylstannole | 127801-66-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 3-diethylboryl-4-ethyl-1,1,5-trimethyl-2-trimethylplumbylstannole
• CAS: 127801-66-5
• 化学式: C₁₆H₃₃BPbSn
• 分子量: 562.159
• InChiKey: IRNVVXQBVPZQTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  (E)-2-chloro(dimethyl)stannyl-3-diethylboryl-2-pentene 、 bis(trimethylplumbyl)ethyne 以 正己烷 为溶剂， 以54%的产率得到3-diethylboryl-4-ethyl-1,1,5-trimethyl-2-trimethylplumbylstannole
  参考文献：
  名称：

  Stepwise synthesis of organometallic-substituted stannoles via stabilized triorganotin cations

  摘要：

  A new triorganotin chloride, (E)-2-Chloro(dimethyl)stannyl-3-diethylboryl-N, N-dimethyl-2-pentenylamine (4), was prepared via 1,1-ethyloboration. Compound 4 reacts with alkynyltin compounds of the type R(1)-C=C-SnMe(3) [R(1) = Me (a) (t)Bu (b), SiMe(3) (c), SnMe(3) (d), CH(2)OMe (f)] and Me(3)Pb-C=C-PbMe(3) (e) via elimination of Me(3)SnCl or Me(3)PbCl (e) to give zwitterionic intermediates 5a,c-f in which a cationic triorganotin fragment is stabilized by side-on coordination to the C=C bond of an alkynylborate group and by a coordinative N-Sn bond. The intermediates 5c-e are the first examples of(eta(2)-alkyne)tin compounds where an organometallic substituent is linked to the bridging alkynyl group. These intermediates rearrange at room temperature to give the pure stannole derivatives 6c-f. The synthesis of 6b requires heating under reflux for several hours; no intermediate was detected. The analogous reaction of (E)-2-chloro(dimethyl)stannyl-3-diethylboryl-2-pentene (7) with R(1)-C=C-SnMe(3) (R(1) = SnMe(3), SnMe(3)) or Me(3)Pb-C=C-PbMe(3) afforded the analogous stannoles 8c-e, but the intermediates corresponding to 5 were too short-lived for NMR spectroscopic detection. All intermediates and the final products were characterized by extensive one- and two-dimensional multinuclear magnetic resonance studies (H-1, B-11, C-13, N-15, Si-29 Sn-119 and (207)pb NMR), including the determination of a negative sign for the coupling constant (1)J((PbC)-Pb-207-C-13=) in the intermediate 5e.

  DOI：

  10.1016/0022-328x(95)05550-9