2,2,6,6-tetramethylpiperidine-15N | 137003-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,2,6,6-tetramethylpiperidine-15N
• 英文别名: <15N>-2,2,6,6-tetramethylpiperidine；2,2,6,6-tetramethylpiperidine-¹⁵N
• CAS: 137003-47-5
• 化学式: C₉H₁₉N
• 分子量: 142.25
• InChiKey: RKMGAJGJIURJSJ-DETAZLGJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.32
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,2,6,6-tetramethylpiperidine-15N 在 盐酸 、 亚硝酸钠-15N 作用下， 反应 48.0h， 以64%的产率得到1-nitroso-2,2,6,6-tetramethylpiperidine-¹⁵N2
  参考文献：
  名称：

  Nitrogen-15 NMR spectrum of a 1,1-diazene. N-(2,2,6,6-tetramethylpiperidyl)nitrene

  摘要：

  DOI：

  10.1021/ja00395a021
• 作为产物：
  描述：

  <15N>-2,2,6,6-tetramethyl-4-piperidone hydrochloride 在 氢氧化钾 、 一水合肼 作用下， 以 various solvent(s) 为溶剂， 以46%的产率得到2,2,6,6-tetramethylpiperidine-15N
  参考文献：
  名称：

  Mixed aggregation of lithium enolates and lithium halides with lithium 2,2,6,6-tetramethylpiperidide (LiTMP)

  摘要：

  Li-6 and N-15 NMR spectroscopic studies of [Li-6]-LiTMP and [Li-6,N-15]-LiTMP support an earlier suggestion that LiTMP exists as a dimer-monomer mixture in THF. In the presence of [Li-6]-lithium cyclohexenolate as a representative enolate, one observes mixed aggregates with 2:1, 1:1, and 2:2 LiTMP/enolate stoichiometries. Evidence of conformational isomerism is observed in the slow-exchange limit. Studies of conformationally mobile [Li-6]-lithium di-tert-butylamide and conformationally locked [Li-6]-lithium 2,2,4,6,6-pentamethylpiperidide shed further light on the spectroscopic consequences of the chair form of the piperidine ring system. The corresponding studies of LiTMP/LiBr mixtures reveal the predominance of a 1:1 mixed aggregate, a lower propensity to form 2:1 mixed aggregates than the analogous lithium enolate case, and no tendency whatsoever to form 2:2 mixed aggregates. LiTMP/LiCl mixtures appear to contain two conformational isomers of the 2:1 stoichiometry analogous to the LiTMP enolate case as well as a 1:1 mixed aggregate in the limit of high LiCl concentration. Severe spectral overlaps and several unassigned resonances render the LiTMP-LiCl mixed aggregate structure assignments the most tentative.

  DOI：

  10.1021/ja00025a024

文献信息

• H ₂ Activation by Non‐Transition‐Metal Systems: Hydrogenation of Aldimines and Ketimines with LiN(SiMe ₃ ) ₂
  作者：Daniel C. Elliott、Alex Marti、Pablo Mauleón、Andreas Pfaltz

  DOI：10.1002/chem.201805549

  日期：2019.2.6

  In recent years, H2 activation at non‐transition‐metal centers has met with increasing attention. Here, a system in which H2 is activated and transferred to aldimines and ketimines using substoichiometric amounts of lithium bis(trimethylsilyl)amide is reported. Notably, the reaction tolerates the presence of acidic protons in the α‐position. Mechanistic investigations indicated that the reaction proceeds

  近年来，非过渡金属中心的H 2活化受到越来越多的关注。在此，报道了使用亚化学计量的双（三甲基甲硅烷基）氨基锂将H 2活化并转移至醛亚胺和酮亚胺的系统。值得注意的是，该反应可耐受α位酸性质子的存在。机理研究表明，反应通过氢化锂中间体作为实际的还原剂进行。