1-Aethylamino-7-aethylimino-cyclohepta-1,3,5-trien | 3602-29-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Aethylamino-7-aethylimino-cyclohepta-1,3,5-trien
• 英文别名: N-Aethyl-2-aethylamino-troponimin；2-ethylamino-tropone-ethylimine；N-ethyl-7-ethyliminocyclohepta-1,3,5-trien-1-amine
• CAS: 3602-29-7
• 化学式: C₁₁H₁₆N₂
• 分子量: 176.261
• InChiKey: JTVGALUXTDDSSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Aethylamino-7-aethylimino-cyclohepta-1,3,5-trien 、 tetracarbonyl nickel 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  N,N'-Disubstituted-1-amino-7-imino-1,3,5-cycloheptatrienes, a Non-classical Aromatic System

  摘要：

  DOI：

  10.1021/ja01475a031
• 作为产物：
  描述：

  cyclohepta<1,4>benzoxazine 以71%的产率得到
  参考文献：
  名称：

  Mimata Yuzo, Saisho Tomoko, Hamada Masaharu, Imafuku Kimiaki, J. Chem. Res. Synop, (1995) N 4, S 156

  摘要：

  DOI：

文献信息

• Studies on Seven-membered Ring Compounds. XX. Reactions of Troponeimine Derivatives. (2)
  作者：Hideo Nakao、Nobuo Soma、Genshun Sunagawa

  DOI：10.1248/cpb.13.828

  日期：——

  The reaction of 2-methoxytroponeimine (I) and its N-methyl derivative (II) with active methylene compounds were carried out. The reaction of I with malononitrile, ethyl cyanoacetate or cyanoacetamide in the presence of sodium ethoxide afforded rearrangemet products, that is 3-phenylacrylic acid derivatives. The same reaction in the absence of sodium ethoxide gave mainly 2-imino-1, 2-dihydrocyclohepta[b]pyrrole derivatives. However, the reaction of I with diethyl malonate afforded ethyl 2-oxo-8-methoxy-1, 2-dihydrocyclohepta[b]pyrrole-3-carboxylate. II showed some different reactivity from I. Namely, the reaction of II with active methylene compounds in the presence of sodium ethoxide afforded 2-imino-1, 2-dihydrocyclohepta[b]pyrrole derivatives besides rearrangement products.

  2-甲氧基托品酮亚胺（I）及其N-甲基衍生物（II）与活性甲基酮化合物的反应进行了研究。I与丙二腈、氰乙酸乙酯或氰乙酰胺在乙醇钠存在下反应，得到了重排产物，即3-苯基丙烯酸衍生物。同样条件下，在无乙醇钠时主要生成2-亚胺基-1,2-二氢环庚[b]吡咯衍生物。然而，I与丙二酸二乙酯反应生成了乙酯2-氧代-8-甲氧基-1,2-二氢环庚[b]吡咯-3-羧酸酯。II显示出与I不同的反应活性，在乙醇钠存在下，II与活性甲基酮化合物的反应除了重排产物外，还主要生成2-亚胺基-1,2-二氢环庚[b]吡咯衍生物。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Cr: Org.Verb., 1.1.2.1.5.2, page 66 - 70
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ni: MVol.C2, 7.12, page 724 - 733
  作者：

  DOI：——

  日期：——
• Spin Delocalization in Mixed Tetrahedral Ni II Complexes
  作者：D. R. Eaton、W. D. Phillips

  DOI：10.1063/1.1696756

  日期：1965.7.15

  Proton magnetic resonance spectra of a number of paramagnetic Ni II chelates of the type NiL1L2 where L1 and L2 are different aminotroponeimine ligands have been examined. The proton resonances show large hyperfine contact interaction shifts due to delocalization of spin density from the metal to the ligand by dπ—pπ bonding. In the series of mixed chelates the amount of spin density delocalized to the different ligands varies markedly. Comparison with the spectra of the symmetric chelates shows that one ligand of each of the mixed chelates gains in spin density at the expense of the other ligand. The effect has been found to depend on the electron withdrawing or donating properties of the ligand substituents. The results for a number of ligands containing substituted phenyl groups have been correlated with the Hammett σ parameters. Two possible interpretations of these results are discussed, one proposed by Lin and Orgel and the other suggested by Jaffe's ideas of competitive π bonding in tetrahedral complexes. The latter is preferred for the Ni II aminotroponeimineates.
• Synthesis and magnetic resonance studies of some paramagnetic transition metal aminotroponiminates
  作者：D. R. Eaton、W. R. McClellan、J. F. Weiher

  DOI：10.1021/ic50068a016

  日期：1968.10