Lithium;methyl-(methyl-phenyl-trimethylsilyloxysilyl)-phenylsilanide | 823207-31-4

• 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: Lithium;methyl-(methyl-phenyl-trimethylsilyloxysilyl)-phenylsilanide
• 英文别名: lithium;methyl-(methyl-phenyl-trimethylsilyloxysilyl)-phenylsilanide
• CAS: 823207-31-4
• 化学式: C₁₇H₂₅OSi₃*Li
• 分子量: 336.582
• InChiKey: UWEMAIXLVISZRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.43
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲基苯基二氯硅烷 在 lithium 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 反应 2.0h， 生成 Lithium;methyl-(methyl-phenyl-trimethylsilyloxysilyl)-phenylsilanide
  参考文献：
  名称：

  Reaktionen von Trimethylsiloxychlorsilanen (Me3SiO)Me2−nPhnSiCl (n=0,1,2) mit Lithium—Bildung von Trimethylsiloxy-substituierten Silyl- und Disilanyllithiumver- bindungen sowie Di- und Trisilanen

  摘要：

  The trimethylsiloxychlorosilanes (Me3SiO)Me2-nPhnSiCl (1: n = 0; 2: n = 1; 3: n = 2) were allowed to react with lithium metal in tetrahydrofuran (THF) and in a mixture of THF-diethylether-n-pentane in volume ratio 4:1:1 (Trapp mixture). The reaction of 1 with lithium metal in TNF under refluxing leads to the home-coupling product [(Me3SiO)Me2Si](2) (4). A mixture of 1 and Me3SiCl in molar ratio 1:2 reacts with lithium metal in THF to give 4 and the cross-coupling product (Me3SiO)Me2SiSiMe3 (7). The silyllithium derivatives Me3SiO(SiMePh)(n)Li (8: n= 1; 9: n = 2; 10: n = 3) and Me3SiSiMePhLi (11) are formed in the reaction of 2 with lithium metal in THF at - 78 degrees C and in the Trapp mixture at - 110 degrees C. Main product in both cases is 9. 8-11 are trapped by Me3SiCl and HMe2SiCl. The trapping products (Me2SiO)SiMePhSiMe3 (13a), Me3SiO(SiMePh)(2)SiMe2R (14a, 14b; a: R = Me, b: R = H), Me3SiO(SiMePh)(3)SiMe2R (15a, 15b) and Me3SiSiMePhSiMe2R (16a, 16b) are obtained. The reaction of 3 with lithium metal like 2 produces the silyllithium derivatives Me3SiO(SiPh2)(n)Li (18: n = 1, 19: n = 2) and Me3SiSiPh2Li (20), wich are frapped by Me3SiCl and HMe2SiCl to give the corresponding disilanes (Me3SiO)SiPh2SiMe2R (23a, 23b) and trisilanes Me3SiO(SiPh)(2)SiMe2R (24a, 24b) as well as Me3SiSiPh2SiMe2R (25a, 25b). In addition to 18, 19 and 20 LiSiPh2SiPh2Li (21) is formed in a small amount in the reaction of 3 with lithium metal at - 78 degrees C to afford tetrasilanes [RMe2SiPh2Si](2) (26a, 26b) after trapping by Me3SiCl and HMe2SiCl. The disilane (Me3SiO)SiMeR'SiMe3 (17) (R' = 3,4,5,6-tetrakis(trimethylsilyl)cyclohex-1-enyl) is produced by reaction of a mixture of 2 and Me3SiCl in molar ratio 1:6 with 6 equivalents of lithium at - 78 degrees C in THF. The reaction of a mixture of 3 and Me3SiCl in the molar ratio 1:10 with 11 equivalents of lithium under the same conditions gives (Me3SiO)SiR'2SiMe3 (27).

  DOI：

  10.1016/s0022-328x(99)00501-x

文献信息

• Reaktionen von Trimethylsiloxychlorsilanen (Me3SiO)Me2−nPhnSiCl (n=0,1,2) mit Lithium—Bildung von Trimethylsiloxy-substituierten Silyl- und Disilanyllithiumver- bindungen sowie Di- und Trisilanen
  作者：Jörg Harloff、Eckhard Popowski、Hans Fuhrmann

  DOI：10.1016/s0022-328x(99)00501-x

  日期：1999.12

  The trimethylsiloxychlorosilanes (Me3SiO)Me2-nPhnSiCl (1: n = 0; 2: n = 1; 3: n = 2) were allowed to react with lithium metal in tetrahydrofuran (THF) and in a mixture of THF-diethylether-n-pentane in volume ratio 4:1:1 (Trapp mixture). The reaction of 1 with lithium metal in TNF under refluxing leads to the home-coupling product [(Me3SiO)Me2Si](2) (4). A mixture of 1 and Me3SiCl in molar ratio 1:2 reacts with lithium metal in THF to give 4 and the cross-coupling product (Me3SiO)Me2SiSiMe3 (7). The silyllithium derivatives Me3SiO(SiMePh)(n)Li (8: n= 1; 9: n = 2; 10: n = 3) and Me3SiSiMePhLi (11) are formed in the reaction of 2 with lithium metal in THF at - 78 degrees C and in the Trapp mixture at - 110 degrees C. Main product in both cases is 9. 8-11 are trapped by Me3SiCl and HMe2SiCl. The trapping products (Me2SiO)SiMePhSiMe3 (13a), Me3SiO(SiMePh)(2)SiMe2R (14a, 14b; a: R = Me, b: R = H), Me3SiO(SiMePh)(3)SiMe2R (15a, 15b) and Me3SiSiMePhSiMe2R (16a, 16b) are obtained. The reaction of 3 with lithium metal like 2 produces the silyllithium derivatives Me3SiO(SiPh2)(n)Li (18: n = 1, 19: n = 2) and Me3SiSiPh2Li (20), wich are frapped by Me3SiCl and HMe2SiCl to give the corresponding disilanes (Me3SiO)SiPh2SiMe2R (23a, 23b) and trisilanes Me3SiO(SiPh)(2)SiMe2R (24a, 24b) as well as Me3SiSiPh2SiMe2R (25a, 25b). In addition to 18, 19 and 20 LiSiPh2SiPh2Li (21) is formed in a small amount in the reaction of 3 with lithium metal at - 78 degrees C to afford tetrasilanes [RMe2SiPh2Si](2) (26a, 26b) after trapping by Me3SiCl and HMe2SiCl. The disilane (Me3SiO)SiMeR'SiMe3 (17) (R' = 3,4,5,6-tetrakis(trimethylsilyl)cyclohex-1-enyl) is produced by reaction of a mixture of 2 and Me3SiCl in molar ratio 1:6 with 6 equivalents of lithium at - 78 degrees C in THF. The reaction of a mixture of 3 and Me3SiCl in the molar ratio 1:10 with 11 equivalents of lithium under the same conditions gives (Me3SiO)SiR'2SiMe3 (27).