(E)-9-benzylidene-1-azafluorene | 77091-94-2

• 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: (E)-9-benzylidene-1-azafluorene
• 英文别名: 9-(e)-Benzylidene-1-azafluorene；(9E)-9-benzylideneindeno[2,1-b]pyridine
• CAS: 77091-94-2
• 化学式: C₁₉H₁₃N
• 分子量: 255.319
• InChiKey: FMNLHCULBIGRFN-QGOAFFKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-9-benzylidene-1-azafluorene 在 碘 作用下， 以 甲醇 为溶剂， 生成 (Z)-9-benzylidene-1-azafluorene
  参考文献：
  名称：

  Prostakov, N. S.; Fedorov, V. O.; Soldatenkov, A. T., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, p. 2031 - 2033

  摘要：

  DOI：
• 作为产物：
  描述：

  9H-茚并[2,1-b]吡啶 、 苯甲醛 在 potassium tert-butylate 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 (Z)-9-benzylidene-1-azafluorene 、 (E)-9-benzylidene-1-azafluorene
  参考文献：
  名称：

  Synthesis and structural assignment of 2,4′-disubstituted benzylidenefluorenes and 4′-substituted benzylidene-1-azafluorenes

  摘要：

  In the course of a study aimed at the investigation of edge-to-face arene-arene interactions, substituted benzylidenefluorenes 8-16 and benzylidene-1-azafluorenes 20-24 were synthesized as mixtures of E-Z-isomers. The full structural assignment of these compounds, performed by 2D NMR experiments, is described together with a study of their E-Z isomerization under equilibrating conditions. For compounds 8-16 no correlation was observed between the electron-donating or electron-withdrawing nature of the substituent groups and the E/Z equilibrium ratios. In the case of 20-24 the predominance of the E-isomers seems to depend exclusively on the N-lone pair-benzylidene ring electronic repulsion rather than on the nature of the pala substituent on the aromatic ring. (C) 1998 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1097-458x(199807)36:7<520::aid-omr327>3.0.co;2-7

文献信息

• Condensation of azafluorenes with aromatic aldehydes under phase-transfer-catalysis conditions
  作者：N. S. Prostakov、M. A. Beshenko、S. A. Soldatova、A. A. Fomichev

  DOI：10.1007/bf00516217

  日期：1983.4
• PROSTAKOV N. S.; FEDOROV V. O.; SOLDATENKOV A. T., ZH. ORGAN. XIMII, 1980, 16, HO 11, 2373-2375
  作者：PROSTAKOV N. S.、 FEDOROV V. O.、 SOLDATENKOV A. T.

  DOI：——

  日期：——
• PROSTAKOV, N. S.;BESHENKO, M. A.;SOLDATOVA, S. A.;FOMICHEV, A. A., XIMIYA GETEROTSIKL. SOEDIN., 1983, N 4, 528-530
  作者：PROSTAKOV, N. S.、BESHENKO, M. A.、SOLDATOVA, S. A.、FOMICHEV, A. A.

  DOI：——

  日期：——
• Synthesis and structural assignment of 2,4′-disubstituted benzylidenefluorenes and 4′-substituted benzylidene-1-azafluorenes
  作者：Rita Annunziata、Valentina Molteni、Laura Raimondi

  DOI：10.1002/(sici)1097-458x(199807)36:7<520::aid-omr327>3.0.co;2-7

  日期：1998.7

  In the course of a study aimed at the investigation of edge-to-face arene-arene interactions, substituted benzylidenefluorenes 8-16 and benzylidene-1-azafluorenes 20-24 were synthesized as mixtures of E-Z-isomers. The full structural assignment of these compounds, performed by 2D NMR experiments, is described together with a study of their E-Z isomerization under equilibrating conditions. For compounds 8-16 no correlation was observed between the electron-donating or electron-withdrawing nature of the substituent groups and the E/Z equilibrium ratios. In the case of 20-24 the predominance of the E-isomers seems to depend exclusively on the N-lone pair-benzylidene ring electronic repulsion rather than on the nature of the pala substituent on the aromatic ring. (C) 1998 John Wiley & Sons, Ltd.
• Prostakov, N. S.; Fedorov, V. O.; Soldatenkov, A. T., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, p. 2031 - 2033
  作者：Prostakov, N. S.、Fedorov, V. O.、Soldatenkov, A. T.

  DOI：——

  日期：——