C6H2(OH)(CHO)(CHNPh)Me | 114485-94-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: C6H2(OH)(CHO)(CHNPh)Me
• 英文别名: 2-formyl-4-methyl-6-((phenylimino)methyl)phenol；2-Hydroxy-5-methyl-3-(phenyliminomethyl)benzaldehyde
• CAS: 114485-94-8
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: HTYSRSDTGJAGFO-UHFFFAOYSA-N

物化性质

• 沸点：
  386.0±42.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  C6H2(OH)(CHO)(CHNPh)Me 以 水 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  双核金属络​​合物。第8部分。远程取代基对单核和双核铜（II）配合物的氧化还原电势的影响

  摘要：

  由席夫碱合成了许多单核和二核铜（II）配合物，这些席夫碱是通过将2-羟基-5-甲基苯-1,3-二甲醛（HA）与p -H 2 NC 6 H 4 X缩合而获得的。（X ＝ H，Me，OMe，Cl，COMe或NO 2）单独或与1，3-二氨基丙烷组合。通过以下方法制备了三种类型的席夫碱：（a）将二甲醛的一个CHO基团与芳族胺缩合；（b）两个CHO基团均具有相同或不同的芳基胺；（c）一个CHO基团与1,3-缩合。二氨基丙烷，另一种与p -H 2 NC 6 H4 X.单核配合物的esr光谱显示不存在四面体变形。配合物的形式氧化还原电势（ E f 1， E f 2）受X的性质影响，利用吸电子取代基更容易发生还原。通过标绘所获得的线性自由能关系ë ˚F 1或Ë ˚F 2与Σσ p（哈梅特参数），表示该电子转移反应由电感和共振效应支配。混合价态稳定的自由能ΔG c，还与Σσ一个类似的相关性p。具有（c）型配体的配合物的E

  DOI：

  10.1039/dt9880000935
• 作为产物：
  描述：

  2,6-二甲酰-4-甲基苯酚 、 苯胺 以 甲醇 为溶剂， 反应 4.0h， 生成 C6H2(OH)(CHO)(CHNPh)Me
  参考文献：
  名称：

  双核金属络​​合物。第8部分。远程取代基对单核和双核铜（II）配合物的氧化还原电势的影响

  摘要：

  由席夫碱合成了许多单核和二核铜（II）配合物，这些席夫碱是通过将2-羟基-5-甲基苯-1,3-二甲醛（HA）与p -H 2 NC 6 H 4 X缩合而获得的。（X ＝ H，Me，OMe，Cl，COMe或NO 2）单独或与1，3-二氨基丙烷组合。通过以下方法制备了三种类型的席夫碱：（a）将二甲醛的一个CHO基团与芳族胺缩合；（b）两个CHO基团均具有相同或不同的芳基胺；（c）一个CHO基团与1,3-缩合。二氨基丙烷，另一种与p -H 2 NC 6 H4 X.单核配合物的esr光谱显示不存在四面体变形。配合物的形式氧化还原电势（ E f 1， E f 2）受X的性质影响，利用吸电子取代基更容易发生还原。通过标绘所获得的线性自由能关系ë ˚F 1或Ë ˚F 2与Σσ p（哈梅特参数），表示该电子转移反应由电感和共振效应支配。混合价态稳定的自由能ΔG c，还与Σσ一个类似的相关性p。具有（c）型配体的配合物的E

  DOI：

  10.1039/dt9880000935

文献信息

• A New Family of Acylrhodium Organometallics
  作者：Sujay Pattanayak、Swarup Chattopadhyay、Kaushik Ghosh、Sanjib Ganguly、Prasanta Ghosh、Animesh Chakravorty

  DOI：10.1021/om980748e

  日期：1999.4.1

  Replacement of RCO2H by dilute HNO3 has afforded the nitrate analogue Rh(Lal)(PPh3)2(NO3) (7). Species of type 5 are susceptible to aldiminium → aldehyde hydrolysis in a dichloromethane−acetone−water mixture with concomitant chloride dissociation, furnishing Rh(Lal)(PPh3)2Cl (8a), from which the N-bonded nitrite Rh(Lal)(PPh3)2(NO2) (8b) has been generated metathetically. The four types of species 5−8

  2,6-二甲酰基-4-甲基苯酚1的席夫单碱与RhCl 3 ·3H 2 O和PPh 3在乙醇中反应，得到二氯[4-甲基-6-（（芳基）甲基）苯酚] -C 1，O ]双（三苯基膦）铑（III），Rh（XL sb）（PPh 3）2 Cl 2（5； X ＝ H，Me，OMe，Cl）。（羧基）[4-甲基-6-甲酰基苯酚-C 1，O ]双（三苯基膦）铑（III），Rh（L a1）（PPh 3）2（RCO 2）（6；R = H，Me，Et，Ph）是通过在乙醇中稀RCO 2 H存在下将1氧化添加到RhCl（PPh 3）3中来合成的。用稀HNO 3代替RCO 2 H可得到硝酸盐类似物Rh（L a1）（PPh 3）2（NO 3）（7）。5型物质在二氯甲烷-丙酮-水混合物中伴随氯化物解离的情况下，易被醛亚胺→醛水解，从而提供Rh（L al）（PPh 3）2 Cl（8a），从中生成了N键合的亚硝酸盐Rh（L al）（PPh
• Dinuclear copper(II), nickel(II) and mixed valence CuII-CuI complexes: influence of donor groups on redox behaviour of dicopper complexes
  作者：B. Srinivas、P.S. Zacharias

  DOI：10.1016/s0277-5387(00)83744-4

  日期：——

  Dinuclear copper(II) and nickel(II) complexes of hexadentate Schiff base ligands derived from 2,6-diformyl-4-methylphenol, 1,3-diaminopropane with various ortho and/or para substituted anilines have been synthesized and investigated for their magnetic and electrochemical properties. The dinuclear copper(II) complexes exhibit strong antiferromagnetic interactions between the metal centres (mu(eff)/copper atom = 0.98-1.10-mu(B)). For the nickel(II) complexes the interaction is weak (mu(eff)/nickel atom = 2.83-3.02 mu(B)). These complexes undergo sequential one-electron transfers at two different potentials. The first electron-reduction potential (E1) shifts to more negative values for copper(II) complexes having potential donor groups at the ortho position of the phenylazomethine ring. This has been attributed to the weak bonding interaction of these groups with the central metal ion. Analogous mononuclear copper(II) complexes with donor groups such as OMe, OEt and SMe are shown to give irreversible CV peaks. Mixed-valence Cu(II)-Cu(I) complexes of analogous para substituted anilines have been synthesized by chemical methods and the unpaired electron is found to be localized on one of the coppers.
• Acetylacetonato chelated ruthenium organometallics incorporating imine–phenol function: Spectroscopic, structural, electrochemical and cytotoxicity studies
  作者：Suman Mallick、Mrinal Kanti Ghosh、Ananda Sarkar、Samir Jana、Arindam Bhattacharyya、Sudip Mohapatra、Swarup Chattopadhyay

  DOI：10.1016/j.ica.2015.02.023

  日期：2015.5

  The heterogeneous phase reaction of Ru(eta(2)-RL)(PPh3)(2)(CO)Cl, 1 with lithium acetylacetonate (Liacac) afforded the complexes of the type Ru(eta(1)-RL)(PPh3)(2)(CO)(acac), 2 in excellent yield where eta(2)-RL is C6H2O-2-CHNHC6H4R(p)-3-Me-5 and eta(1)-RL is C6H2OH-2-CHNC6H4R(p)-3-Me-5 and R is H, Me, Cl. The chelation of acac is attended with the cleavage of Ru-O and Ru-Cl bonds and iminium-phenola-to -> imine-phenol prototropic shift. A sterically controlled change in rotational conformation is involved in the 1 -> 2 conversion. The conversion is irreversible and the type 2 species are thermodynamically more stable than the carboxylate, nitrite and nitrate complexes of 1. The crystal structures of Ru(eta(1)-MeL)(PPh3)(2)(CO)(acac), 2(Me) and Ru(eta(1)-ClL)(PPh3)(2)(CO)(acac), 2(Cl) are reported. Spectral (UV-Vis, IR, H-1 NMR) and electrochemical data of the complexes are also reported. The electronic structure and the absorption spectra of the complexes are scrutinized by the density functional theory (DFT) and time-dependent density functional theory (TD-DFT) analyses. The complexes were also screened in vitro for their antiproliferative properties against the MCF-7 breast cancer cell lines by using the MTT assay. Flow cytometric analysis showed that the complexes arrested the cell cycle in the sub G0 phase. (C) 2015 Elsevier B.V. All rights reserved.