(di-tert-butylfluorosilyl)bis(trimethylgermyl)methane | 177419-78-2

• 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: (di-tert-butylfluorosilyl)bis(trimethylgermyl)methane
• 英文别名: (di-tert-butylfluorsilyl)bis(trimethylgermyl)methan；(Di-t-butylfluorosilyl)bis-(trimethylgermyl)methane；bis(trimethylgermyl)methyl-ditert-butyl-fluorosilane
• CAS: 177419-78-2
• 化学式: C₁₅H₃₇FGe₂Si
• 分子量: 409.723
• InChiKey: WFOPQZWSFDBCCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.63
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (di-tert-butylfluorosilyl)bis(trimethylgermyl)methane 以 四氢呋喃 、 乙醚 为溶剂， 生成 5-(di-tert-butylfluorosilyl)-5,5-bis(trimethylgermyl)pentanol
  参考文献：
  名称：

  Auf dem wege zu einem stabilen germaethen Ge = C<1: Sterisch überladene digermylsilylmethane tBu2SiXCY(GeMe3)2 und struktur der germaethenquelle tBu2SiFCLi(GeMe3)2 · 2THF

  摘要：

  Sterically overloaded digermylsilylmethanes (t)Bu(2)SiX-CY(GeMe(3))(2) (X - H, Me, F, Br, Y = H, Br, Li) 7-16 are accessible via (t)Bu(2)SiH-CH(GeMe(3))(2) 7 (from (1)Bu(2)SiHF and LiCH(GeMe(3))(2)). The compounds are distinguished by hindered rotation about the SiC single bond shown, 7-16 enter into many reactions: (i) electrophilic substitution of Y = H by Li started with MeLi/TH, or of Y = Li by Br, EMe(3), R started with Br-2, Me(3)SnCl, Me(3)GeCl, Me(3)SiO(CH2)(4)Cl, or of X = H by Br started with Br-2; (ii) homophilic substitution of Y = Br by H started with (t)Bu(3)SiNa; (iii) nucleophilic substitution of X = F, Br by R started with MeLi, (II)BuLi. The latter reactions are possible only when Y = Li, and probably proceed over the silaethen t(B)u(2)Si=C(GeMe(3))(2) as reaction intermediate. (t)Bu(2)SiF-CLi(GeMe(3))2, a potential precursor of the hitherto unknown germaethene Me(2)Ge=C(GeMe(3))(SiMe(t)Bu(2)), forms an adduct Li(THF)(4)(+) [(t)Bu(2)SiFC(GeMe(3))(2)](-) in THF and an adduct (t)Bu(2)SiF-CLi(GeMe(3))(2) . 2THF after evaporation of THF. The structure of the latter compound shows a distorted tetrahedral geometry of the central Si and C atom with the Li atom being bonded to the latter. In addition, Li is coordinated by two molecules of THF in a slightly distorted trigonal-planar geometry. A short F...Li contact is not observed. (Crystals of (t)Bu(2)SiF-CLi(GeMe(3))(2) . 2THF are orthorhombic, space group Pca2(1), with a = 20.739(3), b = 16.185(5), c = 17.642(4) Angstrom, V = 5921.4 Angstrom(3), Z = 8, D-calc = 1.256 g cm(-3). R = 0.057 for 527 refined parameters and 4144 observed data.) (t)Bu(2)SiF-CLi(GeMe(3))(2) . TMEDA is supposed to have a similar structure. (t)Bu(2)SiH-CLi(GeMe(3))(2) . OP(NMe(2))(3) and (t)Bu(2)SiMe-CLi(GeMe(3))(2) . OEt(2) have different structures.

  DOI：

  10.1016/0022-328x(95)05967-t
• 作为产物：
  描述：

  (di-tert-butylfluorosilyl)bis(trimethylgermyl)methyllithium-tetrahydrofuran (1/2) 以 乙醚 为溶剂， 生成 (di-tert-butylfluorosilyl)bis(trimethylgermyl)methane
  参考文献：
  名称：

  Auf dem wege zu einem stabilen germaethen Ge = C<1: Sterisch überladene digermylsilylmethane tBu2SiXCY(GeMe3)2 und struktur der germaethenquelle tBu2SiFCLi(GeMe3)2 · 2THF

  摘要：

  Sterically overloaded digermylsilylmethanes (t)Bu(2)SiX-CY(GeMe(3))(2) (X - H, Me, F, Br, Y = H, Br, Li) 7-16 are accessible via (t)Bu(2)SiH-CH(GeMe(3))(2) 7 (from (1)Bu(2)SiHF and LiCH(GeMe(3))(2)). The compounds are distinguished by hindered rotation about the SiC single bond shown, 7-16 enter into many reactions: (i) electrophilic substitution of Y = H by Li started with MeLi/TH, or of Y = Li by Br, EMe(3), R started with Br-2, Me(3)SnCl, Me(3)GeCl, Me(3)SiO(CH2)(4)Cl, or of X = H by Br started with Br-2; (ii) homophilic substitution of Y = Br by H started with (t)Bu(3)SiNa; (iii) nucleophilic substitution of X = F, Br by R started with MeLi, (II)BuLi. The latter reactions are possible only when Y = Li, and probably proceed over the silaethen t(B)u(2)Si=C(GeMe(3))(2) as reaction intermediate. (t)Bu(2)SiF-CLi(GeMe(3))2, a potential precursor of the hitherto unknown germaethene Me(2)Ge=C(GeMe(3))(SiMe(t)Bu(2)), forms an adduct Li(THF)(4)(+) [(t)Bu(2)SiFC(GeMe(3))(2)](-) in THF and an adduct (t)Bu(2)SiF-CLi(GeMe(3))(2) . 2THF after evaporation of THF. The structure of the latter compound shows a distorted tetrahedral geometry of the central Si and C atom with the Li atom being bonded to the latter. In addition, Li is coordinated by two molecules of THF in a slightly distorted trigonal-planar geometry. A short F...Li contact is not observed. (Crystals of (t)Bu(2)SiF-CLi(GeMe(3))(2) . 2THF are orthorhombic, space group Pca2(1), with a = 20.739(3), b = 16.185(5), c = 17.642(4) Angstrom, V = 5921.4 Angstrom(3), Z = 8, D-calc = 1.256 g cm(-3). R = 0.057 for 527 refined parameters and 4144 observed data.) (t)Bu(2)SiF-CLi(GeMe(3))(2) . TMEDA is supposed to have a similar structure. (t)Bu(2)SiH-CLi(GeMe(3))(2) . OP(NMe(2))(3) and (t)Bu(2)SiMe-CLi(GeMe(3))(2) . OEt(2) have different structures.

  DOI：

  10.1016/0022-328x(95)05967-t

文献信息

• Auf dem Weg zu einem stabilen Germaethen , II : Erzeugung, Reaktivität und thermische Stabilisierung des Germaethens Me2GeC(GeMe3)(SiMetBu2) 2
  作者：Nils Wiberg、Hae-Sook Hwang-Park

  DOI：10.1016/s0022-328x(96)87023-9

  日期：1996.7

  Thermolysis of tBu2SiF-CLi(GeMe3)2·2THF (1) at 100°C in benzene and the presence of propene, butadiene, 2,3-dimethylbutadiene or isobutene leads to ene reaction products and/or [4+2] cycloadducts of the germaethene Me2GeC(GeMe3)(SiMetBu2) (4). The formation of these trapping products proves the intermediate existence of 4. Over and above that, it indicates that the equilibrium tBu2SiC(GeMe3)2 (3)

  热解吨卜2的SiF-CLI（GEME 3）2 ·2THF（1）在100℃下在苯和丙烯，丁二烯，2,3-二甲基或异丁烯导致烯反应产物和/或存在[4+ 2] germaethene的Me cycloadducts 2 GeC（GEME 3）（森达吨卜2）（4）。这些诱捕产物的形成证明了4的中间存在。除了以上提到的是，它表明该平衡吨卜2 SiC（GEME 3）2（3）α 4位于4的一侧。热解1在100℃下于苯而不陷阱导致许多物质。其中，在第一热解步骤中，异丁烯通过逆烯反应形成。