9-phenylethynyl-4,5-diazafluoren-9-ol | 1219460-24-8

• 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: 9-phenylethynyl-4,5-diazafluoren-9-ol
• CAS: 1219460-24-8
• 化学式: C₁₉H₁₂N₂O
• 分子量: 284.317
• InChiKey: QKULZYQUDHAZBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  46.01
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  dicobalt octacarbonyl 、 9-phenylethynyl-4,5-diazafluoren-9-ol 以 四氢呋喃 、 乙醚 为溶剂， 生成 (9-phenylethynyl-4,5-diazafluorenium-9-ol)hexacarbonyldicobalt tetrafluoroborate - monohydrate
  参考文献：
  名称：

  A Synthetic and X‐ray Crystallographic Study of Zinc and Platinum Complexes of 4,5‐Diazafluoren‐9‐one (Dafone) and Dicobalt Hexacarbonyl Derivatives of 9‐Phenylethynyl‐4,5‐Diazafluoren‐9‐ol: Chelation versus Monocoordination

  摘要：

  AbstractReaction of 4,5‐diazafluoren‐9‐one (dafone, 6) and zinc dichloride yields [(dafone)ZnCl2(H2O)] (11) in which the ZnCl2 moiety is coordinated to a single nitrogen atom and also to a molecule of water. Hydrogen bonding, not only to the uncomplexed nitrogen atom of dafone but also to the ketonic oxygen atom of a neighbouring molecule, leads to a zigzag chain structure. In contrast, reaction with anhydrous zinc iodide forms cis‐(dafone)2ZnI2 (12) in which the metal–nitrogen distances – 2.170(5) and 2.456(5) Å – are significantly different. Dafone, in the presence of dimethyl sulfoxide, reacts with K2PtCl4 to produce square‐planar (dafone)PtCl2(dmso) (13), whereas with K2PtBr6 the octahedral complex (dafone)PtBr4 (14) is formed in which the ligand chelates in a symmetrical fashion. Treatment of dafone with phenylethynyllithium furnishes 9‐phenylethynyl‐4,5‐diazafluoren‐9‐ol (7), which forms a square‐planar nitrogen‐bonded PtCl2 complex, 15. Reaction of 7 with Co2(CO)8 yields the (μ‐alkyne)hexacarbonyldicobalt cluster 17, which undergoes protonation at the nitrogen atom to form 20 rather than at the alcohol to form a cobalt‐complexed propargyl cation. Alkynol 7 also reacts with HBr by addition across the triple bond to form Z‐9‐[(2‐bromo‐2‐phenyl)ethenyl]‐4,5‐diazafluoren‐9‐ol (10). X‐ray crystal structures are reported for 6, 7, 10–15, 17 and 20, and their differing hydrogen‐bonding motifs are discussed. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejic.200900161