1,1-di-tert-butyl-2-tert-butyl(trimethylsilyl)amino-2-methyldiborane(4) | 176683-35-5

• 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: 1,1-di-tert-butyl-2-tert-butyl(trimethylsilyl)amino-2-methyldiborane(4)
• CAS: 176683-35-5
• 化学式: C₁₆H₃₉B₂NSi
• 分子量: 295.2
• InChiKey: QHHXCAXVKWTNKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  (Z)-1,1-di-tert-butyl-2-tert-butylamino-2-methyldiborane(4) 在 BuLi 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 1,1-di-tert-butyl-2-tert-butyl(trimethylsilyl)amino-2-methyldiborane(4)
  参考文献：
  名称：

  (Iminoboryl)borate [R ₃ BBNR] ⁻ : Durch Elektrophile E induzierte Umlagerung zu (Aminoboryl)boranen R ₂ BBRNRE

  摘要：

  (Iminoboryl)borates [R3BBNR]−: Rearrangement to (Aminoboryl)boranes R2BBRNRE by the Addition of Electrophiles E(Iminoboryl)borates [Li(tmeda)2][R2R′B–BNR (2a–c, R′ = Me, Me3SiCH2, Me3CCH2) are formed from the azadiboriridine NB2R3 (1, R = tBu) and LiR′ in the presence of tmeda. Vinyllithium brings about a ring expansion of 1 to give the five‐membered anionic ring [–CHCH–BRNR–BHR–]–, to which [Li(tmeda)]+ is bound (3). The (aminoboryl)boranes R2B–BMeNER (4a–c, EX = HCl, MeI, Me3SiI) are obtained, when the polar compounds EX are added to 2a, accompanied by the elimination of LiX and the migration of Me. The borate 2b reacts with HCl to give a mixture of the isomers R2B–B(CH2SiMe3)=NHR (4d) and R(Me3SiCH2)‐B–BR=NHR (4d′), and 2c reacts with HCl to yield the borane R(Me3CCH2)B–BR=NHR (4e′) exclusively. The transformation of [R2R′B–BNR]‐ to R2B–BR′ = NRE by the attack of electrophiles E corresponds to the known transformation of [R′3B–CR″] to R′2B–CR′=CR″E.

  DOI：

  10.1002/cber.19961290318

文献信息

• (Iminoboryl)borate [R ₃ BBNR] ⁻ : Durch Elektrophile E induzierte Umlagerung zu (Aminoboryl)boranen R ₂ BBRNRE
  作者：Stefan Luckert、Ulli Englert、Peter Paetzold

  DOI：10.1002/cber.19961290318

  日期：1996.3

  (Iminoboryl)borates [R3BBNR]−: Rearrangement to (Aminoboryl)boranes R2BBRNRE by the Addition of Electrophiles E(Iminoboryl)borates [Li(tmeda)2][R2R′B–BNR (2a–c, R′ = Me, Me3SiCH2, Me3CCH2) are formed from the azadiboriridine NB2R3 (1, R = tBu) and LiR′ in the presence of tmeda. Vinyllithium brings about a ring expansion of 1 to give the five‐membered anionic ring [–CHCH–BRNR–BHR–]–, to which [Li(tmeda)]+ is bound (3). The (aminoboryl)boranes R2B–BMeNER (4a–c, EX = HCl, MeI, Me3SiI) are obtained, when the polar compounds EX are added to 2a, accompanied by the elimination of LiX and the migration of Me. The borate 2b reacts with HCl to give a mixture of the isomers R2B–B(CH2SiMe3)=NHR (4d) and R(Me3SiCH2)‐B–BR=NHR (4d′), and 2c reacts with HCl to yield the borane R(Me3CCH2)B–BR=NHR (4e′) exclusively. The transformation of [R2R′B–BNR]‐ to R2B–BR′ = NRE by the attack of electrophiles E corresponds to the known transformation of [R′3B–CR″] to R′2B–CR′=CR″E.