(Z)-4-cyano-9-(4'-methoxyphenylmethylidene)fluorene

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (Z)-4-cyano-9-(4'-methoxyphenylmethylidene)fluorene
• 英文别名: (9Z)-9-[(4-methoxyphenyl)methylidene]fluorene-4-carbonitrile
• 化学式: C₂₂H₁₅NO
• 分子量: 309.367
• InChiKey: JQXQAUOROWHPHO-BKUYFWCQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2'-联苯二甲酸 在 sodium hydroxide 、 sodium tetrahydroborate 、 氯化亚砜 、 硫酸 、 磺酰胺 作用下， 以 四氢呋喃 、 硝基甲烷 、 二氯甲烷 、 1,1,2,2-四氯乙烷 为溶剂， 反应 4.0h， 生成 (Z)-4-cyano-9-(4'-methoxyphenylmethylidene)fluorene
  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

• 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.