1,2-bis(3-bromophenyl)-1,1,2,2-tetramethyldisilane | 143952-73-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-bis(3-bromophenyl)-1,1,2,2-tetramethyldisilane
• 英文别名: 1,2-bis(m-bromophenyl)-1,1,2,2-tetramethyldisilane；(3-bromophenyl)-[(3-bromophenyl)-dimethylsilyl]-dimethylsilane
• CAS: 143952-73-2
• 化学式: C₁₆H₂₀Br₂Si₂
• 分子量: 428.314
• InChiKey: YTIXZMUWJOOKHS-UHFFFAOYSA-N

物化性质

• 沸点：
  384.8±42.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1,2-bis(3-bromophenyl)-1,1,2,2-tetramethyldisilane 在 正丁基锂 、 silver(l) oxide 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 Tert-butyl-[3-[[[3-[tert-butyl(oxido)amino]phenyl]-dimethylsilyl]-dimethylsilyl]phenyl]-oxoazanium
  参考文献：
  名称：

  Synthesis of Phenylnitroxides Bridged by an sp³-Linkage

  摘要：

  Silicon- and carbon-bridged phenylnitroxides were synthesized. They exhibited similar ESR profiles independent of the nature of the sp(3) bridge and the substitution mode of the phenylene units. The spectra revealed a quintet signal at room temperature, which became a broad triplet by lowering the temperature. Accumulated ESR measurements at 77 K led to the successful observation of a signal at Deltam(s) = 2, indicating that the triplet state was involved in this system.

  DOI：

  10.1021/ol017093p
• 作为产物：
  描述：

  1,2-二氯四甲基二硅烷 、 1,3-二溴苯 在 正丁基锂 作用下， 生成 1,2-bis(3-bromophenyl)-1,1,2,2-tetramethyldisilane
  参考文献：
  名称：

  Magnetic interaction between two triplet nitrene units through diphenylsilane and 1,2-diphenyldisilane couplers

  摘要：

  m,m'-, m,p'-, and p,p'-Bis(azidophenyl)dimethylsilanes 1a and 1,2-bis(azidophenyl)-1,1,2,2-tetramethyldisilanes 2a were prepared, and the dipolar and exchange couplings in the corresponding dinitrenes 1n and 2n generated photochemically were investigated by means of EPR spectroscopy at cryogenic temperatures. The powder pattern fine structures due to the quintet states with \D/hc\ = 0.158 and 0.172 cm-1 and \E/hc\ = 0.014 and 0.009 cm-1 were observed for p,p-2n and m,m'-2n, respectively. Temperature dependences of the EPR signal intensities due to the high-spin states revealed that the two nitrene centers separated by the disilane linkage interact antiferromagnetically in p,p'-2n and m,m'-2n and ferromagnetically in m,p'-2n. The energy differences between the singlet and quintet states (DELTAE(S-Q)) were estimated to be -300 and 0 > DELTAE(S-Q) > -3.4 cal/mol for p,p'-2n and m,m'-2n, respectively. Comparison with the monosilanes which have no interaction except for a weak dipolar coupling in m,p'-1n suggested that the sigma-pi conjugation in the PhSiSiPh moiety may play an important role in this through-bond interaction. The observed regioselectivity of the ground-state spin multiplicity and the necessity for sigma-pi overlap in providing through-bond exchange coupling were bolstered by semiempirical CI calculations.

  DOI：

  10.1021/ja00073a006

文献信息

• Synthesis and Structural Aspects of Silicon-bridged [2.2]Metacyclophanes
  作者：Kozaburo Nishiyama、Tsunetoshi Sugawara

  DOI：10.1246/cl.1992.1409

  日期：1992.8

  The title compounds were synthesized and the structural aspects were examined by NMR spectroscopy.

  合成标题化合物并通过NMR光谱检查结构方面。
• Synthesis of Phenylnitroxides Bridged by an sp³-Linkage
  作者：Joji Ohshita、Toshiyuki Iida、Nobuaki Ohta、Kenji Komaguchi、Masaru Shiotani、Atsutaka Kunai

  DOI：10.1021/ol017093p

  日期：2002.2.1

  Silicon- and carbon-bridged phenylnitroxides were synthesized. They exhibited similar ESR profiles independent of the nature of the sp(3) bridge and the substitution mode of the phenylene units. The spectra revealed a quintet signal at room temperature, which became a broad triplet by lowering the temperature. Accumulated ESR measurements at 77 K led to the successful observation of a signal at Deltam(s) = 2, indicating that the triplet state was involved in this system.
• Magnetic interaction between two triplet nitrene units through diphenylsilane and 1,2-diphenyldisilane couplers
  作者：Takatsugu Doi、Andrew S. Ichimura、Noboru Koga、Hiizu Iwamura

  DOI：10.1021/ja00073a006

  日期：1993.10

  m,m'-, m,p'-, and p,p'-Bis(azidophenyl)dimethylsilanes 1a and 1,2-bis(azidophenyl)-1,1,2,2-tetramethyldisilanes 2a were prepared, and the dipolar and exchange couplings in the corresponding dinitrenes 1n and 2n generated photochemically were investigated by means of EPR spectroscopy at cryogenic temperatures. The powder pattern fine structures due to the quintet states with \D/hc\ = 0.158 and 0.172 cm-1 and \E/hc\ = 0.014 and 0.009 cm-1 were observed for p,p-2n and m,m'-2n, respectively. Temperature dependences of the EPR signal intensities due to the high-spin states revealed that the two nitrene centers separated by the disilane linkage interact antiferromagnetically in p,p'-2n and m,m'-2n and ferromagnetically in m,p'-2n. The energy differences between the singlet and quintet states (DELTAE(S-Q)) were estimated to be -300 and 0 > DELTAE(S-Q) > -3.4 cal/mol for p,p'-2n and m,m'-2n, respectively. Comparison with the monosilanes which have no interaction except for a weak dipolar coupling in m,p'-1n suggested that the sigma-pi conjugation in the PhSiSiPh moiety may play an important role in this through-bond interaction. The observed regioselectivity of the ground-state spin multiplicity and the necessity for sigma-pi overlap in providing through-bond exchange coupling were bolstered by semiempirical CI calculations.