2-trimethylsilyl-3-diethylboryl-4-ethyl-1,1,5-trimethylstannacyclopentadiene | 118719-99-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-trimethylsilyl-3-diethylboryl-4-ethyl-1,1,5-trimethylstannacyclopentadiene
• 英文别名: (3-diethylboranyl-4-ethyl-1,1,5-trimethylstannol-2-yl)-trimethylsilane
• CAS: 118719-99-6
• 化学式: C₁₆H₃₃BSiSn
• 分子量: 383.045
• InChiKey: QEWIMKWLSJYDJI-UHFFFAOYSA-N

物化性质

• 沸点：
  89-94 °C(Press: 0.01 Torr)

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

• 作为反应物：
  描述：

  2-trimethylsilyl-3-diethylboryl-4-ethyl-1,1,5-trimethylstannacyclopentadiene 、 (3,3-Dimethylbutylidin)phosphin 以 not given 、 further solvent(s) 为溶剂， 生成 {(CH3)2.24Sn}n 、
  参考文献：
  名称：

  New phosphabenzenes by [4 + 2] cycloaddition of stannoles to 1-phospha-1-alkynes — determination of signs of coupling constants

  摘要：

  Stannoles bearing dialkylboryl groups in 3-position react with 1-phospha-1-alkynes P=C-(t)Bu (1) and P=C-CH(2)(t)Bu (2) by [4 + 2] cycloaddition and elimination of stannylene to give phosphabenzenes in high yield. The stannylenes oligomerise to give [R(2)(1)Sn](n) with n greater than or equal to 7 (R = Me, Et, -(CH2)(5)- or, in the case of R(1) = (t)Bu, react with the stannole itself. All phosphabenzenes are characterised by their consistent sets of NMR data. The absolute signs of the coupling constants (n)J(P-31, H-1), (n)J(P-31, C-13), (2)J(P-31, Si-29) and (2)J(Sn-119, P-31) were determined by appropriate 1D and 2D NMR experiments.

  DOI：

  10.1016/0022-328x(96)06316-4
• 作为产物：
  描述：

  (E)-2-chloro(dimethyl)stannyl-3-diethylboryl-2-pentene 、 trimethyl(trimethylstannanylethynyl)silane 以 正己烷 为溶剂， 以68%的产率得到2-trimethylsilyl-3-diethylboryl-4-ethyl-1,1,5-trimethylstannacyclopentadiene
  参考文献：
  名称：

  Organoborierung von Alkinylstannanen

  摘要：

  DOI：

  10.1016/0022-328x(88)80502-3

文献信息

• Stepwise synthesis of organometallic-substituted stannoles via stabilized triorganotin cations
  作者：Bernd Wrackmeyer、Klaus Horchler von Locquenghien、Sabine Kundler

  DOI：10.1016/0022-328x(95)05550-9

  日期：1995.11

  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.
• KERSCHL, SUSANNA;WRACKMEYER, BERND, J. ORGANOMET. CHEM., 338,(1988) N 2, 195-204
  作者：KERSCHL, SUSANNA、WRACKMEYER, BERND

  DOI：——

  日期：——