| 1427213-47-5

• CAS: 1427213-47-5
• 化学式: C₂₈H₄₅B₂N₃
• 分子量: 445.307
• InChiKey: NXFRSIPRXXYEJO-UHFFFAOYSA-N

计算性质

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

反应信息

• 作为产物：
  描述：

  甲胺硼烷 、 1,3-双(2,6-二异丙基苯基)咪唑-2-烯 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Ambient Temperature Carbene-Mediated Depolymerization: Stoichiometric and Catalytic Reactions of N-Heterocyclic- and Cyclic(Alkyl)Amino Carbenes with Poly(N-Methylaminoborane) [MeNH–BH₂]_n

  摘要：

  DOI：

  10.1021/jacs.2c10931

文献信息

• Metal-free dehydrogenation of amine–boranes by an N-heterocyclic carbene
  作者：Kyle J. Sabourin、Adam C. Malcolm、Robert McDonald、Michael J. Ferguson、Eric Rivard

  DOI：10.1039/c3dt32988g

  日期：——

  The dehydrogenation of primary and secondary amine–boranes (RNH2·BH3 and R2NH·BH3; R = alkyl groups) was studied using the bulky N-heterocyclic carbene IPr (IPr = [(HCNDipp)C:]; Dipp = 2,6-iPr2C6H3) as a stoichiometric dehydrogenation agent. In the case of primary amine–boranes, carbene-bound adducts IPr·BH2–NH(R)–BH3 were obtained in place of the desired polymers [RNH–BH2]n. The secondary amine–borane iPr2NH·BH3 participated in dehydrogenation chemistry with IPr to afford the aminoborane [iPr2NBH2] and the dihydroaminal IPrH2 as products. Attempts to induce H2 elimination from the arylamine–borane DippNH2·BH3 yielded a reaction mixture containing the known species IPr·BH2NHDipp, IPr·BH2NH(Dipp)–BH3, free DippNH2 and IPrH2. The new hindered aryl-amine borane adduct Ar*NH2·BH3 [Ar* = 2,6-(Ph2CH)2-4-MeC6H2] underwent a reaction with IPr to give IPr·BH3 and free Ar*NH2, consistent with the presence of a weaker N–B dative bond in Ar*NH2·BH3 relative to its less hindered amine–borane analogues.

  使用大体积 N-杂环卡宾 IPr (IPr = [(HCNDipp)C:]; Dipp = 2,6 研究了伯胺和仲胺硼烷（RNH2·BH3 和 R2NH· ；R = 烷基）的脱氢-iPr2C6H3) 作为化学计量脱氢剂。在伯胺-硼烷的情况下，得到卡宾结合的加合物IPr·BH2-NH(R)- 来代替所需的聚合物[RNH- ]n。仲胺硼烷 iPr2NH· 参与与 IPr 的脱氢化学反应，得到氨基硼烷 [iPr2N ] 和二氢胺醛 IPrH2 作为产物。尝试诱导从芳基胺硼烷 DippNH2· 中消除 H2，得到了含有已知物质 IPr· NHDipp、IPr· NH(Dipp)· 、游离 DippNH2 和 IPrH2 的反应混合物。新的受阻芳基胺硼烷加合物 Ar*NH2· [Ar* = 2,6-(Ph2CH)2-4-MeC6H2] 与 IPr 发生反应，得到 IPr· 和游离 Ar*NH2，这与存在一致相对于其受阻较少的胺硼烷类似物，Ar*NH2· 中的 N–B 配位键较弱。