tris(trimethylsilyl)methaneselenolate | 122444-85-3

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: tris(trimethylsilyl)methaneselenolate
• 英文别名: Tris(trimethylsilyl)methylselenol；Tris(trimethylsilyl)methaneselenol；tris(trimethylsilyl)methaneselenol
• CAS: 122444-85-3
• 化学式: C₁₀H₂₈SeSi₃
• 分子量: 311.549
• InChiKey: NFHRZNKMIFKMFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  14
• 可旋转键数：
  3
• 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：
  0

反应信息

• 作为反应物：
  描述：

  tris(trimethylsilyl)methaneselenolate 在 亚硝酸特丁酯 作用下， 以 正戊烷 为溶剂， 反应 1.5h， 生成 Bistriselenide
  参考文献：
  名称：

  硒醇亚硝化和硒亚硝基硒醇均解：一条可能具有生化意义的反应路径。

  摘要：

  DOI：

  10.1002/anie.200453872
• 作为产物：
  描述：

  在 三氟甲磺酸 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以93%的产率得到tris(trimethylsilyl)methaneselenolate
  参考文献：
  名称：

  Alkyl-, silyl-, and germyl-substituted thiolate, selenolate, and tellurolate derivatives and interconversion of silyl species by chalcogen metathesis

  摘要：

  The preparation of a series of chalcogenolate species (sol)nLiEY(SiMe3)3 (sol = THF, n = 1, 2; sol = DME, n = 1; E = S, Se, Te; Y = C, Si, Ge) by direct insertion of elemental E into Li-Y bonds of (THF)3LiC(SiMe3)3, (THF)3LiSi(SiMe3)3, or (THF)3LiGe(SiMe3)3 is reported. Two derivatives, (THF)2LiSeSi(SiMe3)3 and (THF)LiSSi(SiMe3)3, are more conveniently prepared by novel chalcogen metathesis reactions whereby tellurium is displaced from (THF)2LiTeSi(SiMe3)3 by either Se or S in THF at -55-degrees-C. Protonation of the chalcogenolate anions leads to the stable chalcogenols, HEY(SiMe3)3, which have been fully characterized. In methyl isobutyl ketone (MIBK), the pK(a) values of HTeC(SiMe3)3, HTeSi(SiMe3)3, HTeGe(SiMe3)3, HSeC(SiMe3)3, HSeSi(SiMe3)3, and HSSi(SiMe3)3 are determined to be 9.3, 7.3, 7.4, 10.8, 8.3, and 10.7, respectively. The X-ray structure of the mono-THF adduct (THF)LiTeSi(SiMe3)3, prepared from (THF)Li[N(SiMe3)2] and HTeSi(SiMe3)3, is also described; it crystallizes in the triclinic space group P1BAR with a = 9.083(4) angstrom, b = 11.181(4) angstrom, c = 12.053(8) angstrom, alpha = 93.16(4)degrees, beta = 104.68(5)degrees, gamma = 96.63-degrees, R = 0.0300, and R(w) = 0.0372.

  DOI：

  10.1021/ja00068a039

文献信息

• Bonasia, Philip J.; Gindelberger, David E.; Arnold, John, Inorganic Chemistry, 1993, vol. 32, # 23, p. 5126 - 5131
  作者：Bonasia, Philip J.、Gindelberger, David E.、Arnold, John

  DOI：——

  日期：——
• Bildstein, Benno; Giselbrecht, Karlheinz; Sladky, Fritz, Chemische Berichte, 1989, vol. 122, p. 2279 - 2282
  作者：Bildstein, Benno、Giselbrecht, Karlheinz、Sladky, Fritz

  DOI：——

  日期：——
• Alkyl-, silyl-, and germyl-substituted thiolate, selenolate, and tellurolate derivatives and interconversion of silyl species by chalcogen metathesis
  作者：Philip J. Bonasia、Victor Christou、John Arnold

  DOI：10.1021/ja00068a039

  日期：1993.7

  The preparation of a series of chalcogenolate species (sol)nLiEY(SiMe3)3 (sol = THF, n = 1, 2; sol = DME, n = 1; E = S, Se, Te; Y = C, Si, Ge) by direct insertion of elemental E into Li-Y bonds of (THF)3LiC(SiMe3)3, (THF)3LiSi(SiMe3)3, or (THF)3LiGe(SiMe3)3 is reported. Two derivatives, (THF)2LiSeSi(SiMe3)3 and (THF)LiSSi(SiMe3)3, are more conveniently prepared by novel chalcogen metathesis reactions whereby tellurium is displaced from (THF)2LiTeSi(SiMe3)3 by either Se or S in THF at -55-degrees-C. Protonation of the chalcogenolate anions leads to the stable chalcogenols, HEY(SiMe3)3, which have been fully characterized. In methyl isobutyl ketone (MIBK), the pK(a) values of HTeC(SiMe3)3, HTeSi(SiMe3)3, HTeGe(SiMe3)3, HSeC(SiMe3)3, HSeSi(SiMe3)3, and HSSi(SiMe3)3 are determined to be 9.3, 7.3, 7.4, 10.8, 8.3, and 10.7, respectively. The X-ray structure of the mono-THF adduct (THF)LiTeSi(SiMe3)3, prepared from (THF)Li[N(SiMe3)2] and HTeSi(SiMe3)3, is also described; it crystallizes in the triclinic space group P1BAR with a = 9.083(4) angstrom, b = 11.181(4) angstrom, c = 12.053(8) angstrom, alpha = 93.16(4)degrees, beta = 104.68(5)degrees, gamma = 96.63-degrees, R = 0.0300, and R(w) = 0.0372.
• Selenol Nitrosation andSe-Nitrososelenol Homolysis: A Reaction Path with Possible Biochemical Implications
  作者：Cathleen Wismach、Wolf-Walther du Mont、Peter G. Jones、Ludger Ernst、Ulrich Papke、Govindasamy Mugesh、Wolfgang Kaim、Matthias Wanner、Klaus D. Becker

  DOI：10.1002/anie.200453872

  日期：2004.7.26