(di-2-pyridylmethyl-amide)(1,3-di-(2-pyridyl)-2-azaallyl)Fe | 1239598-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (di-2-pyridylmethyl-amide)(1,3-di-(2-pyridyl)-2-azaallyl)Fe
• 英文别名: (dmpa)(smif)Fe
• CAS: 1239598-70-9
• 化学式: C₂₄H₂₂FeN₆
• 分子量: 450.326
• InChiKey: BBXLJNHYIOROTR-NKXRBYANSA-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：

  二甲基吡啶胺 以 乙醚 为溶剂， 反应 15.0h， 生成 (di-2-pyridylmethyl-amide)(1,3-di-(2-pyridyl)-2-azaallyl)Fe
  参考文献：
  名称：

  C–C Bond Formation and Related Reactions at the CNC Backbone in (smif)FeX (smif = 1,3-Di-(2-pyridyl)-2-azaallyl): Dimerizations, 3 + 2 Cyclization, and Nucleophilic Attack; Transfer Hydrogenations and Alkyne Trimerization (X = N(TMS)₂, dpma = (Di-(2-pyridyl-methyl)-amide))

  摘要：

  Molecular orbital analysis depicts the CNCnb backbone of the smif (1,3-di-(2-pyridy1)-2-azaally1) ligand as having singlet diradical and/or ionic character where electrophilic or nucleophilic attack is plausible. Reversible dimerization of (smif)Fe{N(SiMe3)(2)} (1) to [{(Me3Si)(2)N}Fe](2)(mu-K-3,K-3-N,py(2)-smif,smif) (2) may be construed as diradical coupling. A proton transfer within the backbone-methylated, and o-pyridine-methylated smif of putative ((b)Me(2)(0)Me(2)smif)Fe-N(SiMe3)(2) (8) provides a route to [{(Me3Si)(2)N}Fe](2)(mu-K-4,K-4-N,py(2),C-(Me-b,(CH2)-C-b,Me-0(2)(smif)H))(2) (9). A 3 + 2 cyclization of ditolyl-acetylene occurs with 1, leading to the dimer [{2,5-di(pyridin-2-yl)-3,4-di-(p-tolyl-2,5-dihydropyrrol-1-ide)}FeN-(SiMe3)(2))(2) (11), and the collateral discovery of allcyne cyclotrimerization led to a brief study that identified Fe(N(SiMe3)(2)(THF) as an effective catalyst. Nucleophilic attack by (smif)(2)Fe (13) on 'BuNCO and (2,6-Pr2C6H3)NCO afforded (RNHCO-smif)(2)Fe (14a, R = 'Bu; 14b, 2,6-' PrC6H3). Calculations suggested that (dpma)(2)Fe (15) would favorably lose dihydrogen to afford (smif)(2)Fe (13). H-2-transfer to allcynes, olefins, imines, PhN=NPh, and ketones was explored, but only stoichiometric reactions were affected. Some physical properties of the compounds were examined, and X-ray structural studies on several dinuclear species were conducted.

  DOI：

  10.1021/ic302783y