4-[[4-[1H-pyrrol-2-yl(pyrrol-2-ylidene)methyl]phenoxy]methyl]pyridine | 1426854-98-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[[4-[1H-pyrrol-2-yl(pyrrol-2-ylidene)methyl]phenoxy]methyl]pyridine
• CAS: 1426854-98-9
• 化学式: C₂₁H₁₇N₃O
• 分子量: 327.385
• InChiKey: OVTRLVZCGCCDES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.27
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)copper(II) monohydrate 、 4-[[4-[1H-pyrrol-2-yl(pyrrol-2-ylidene)methyl]phenoxy]methyl]pyridine 在 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 0.17h， 以0.327 g的产率得到[Cu₃(4-(2-hydroxyphenyl)dipyrromethene)2(hexafluoroacetylacetone)4]
  参考文献：
  名称：

  Structural diversity in heteroleptic dipyrrinato copper(II) complexes

  摘要：

  Synthesis and characterization of the heteroleptic dipyrrinato complexes [Cu-2(2-pcdpm)(2)(acac)(2)] (1), [Cu-2(2-pcdpm)(2)(hfacac)(2)] (2), [Cu-3(4-OHdpm)(2)(acac)(4)] (3), [Cu-3(4-OHdpm)(2)(hfacac) 4] (4), [Cu-2(3-OHdpm)(acac)(3)] (5), [Cu-2(3-OHdpm)(hfacac)(3)] (6), [Cu(2-OHdpm)(acac)] (7) and [Cu((2)OHdpm)(hfacac)] (8) (acac = acetylacetone; hfacac = hexafluoroacetylacetone; 2-pcdpm = 4-(2-methoxypyridyl) phenyldipyrromethene; 3-pcdpm = 4-(3-methoxypyridyl) phenyldipyrromethene; 4-pcdpm = 4-(4-methoxypyridyl) phenyldipyrromethene; 4-/3-/2-OHdpm = 4-/3-/(2-hydroxyphenyl)dipyrromethene) have been described. The complexes 1-8 have been characterized by elemental analyses, ESI-MS, IR, UV-Vis, EPR and electrochemical (CV and DPV) studies. Electronic absorption spectra of 1-8 clearly suggested that position of the absorption bands depend on the nuclearity and coordination geometry about the copper(II) centres. Structures of 1, 2, 3 and 7 have been determined by X-ray single crystal analyses. The spectral and structural studies revealed that copper(II) in 1 and 2 adopted square pyramidal geometry, whereas in 7 a square planar geometry. On the other hand in trinuclear complex 3 one copper(II) adopted square planar, while other two square pyramidal geometry. In their cyclic voltammo-grams, 1-6 exhibited an irreversible oxidation and two reduction waves whereas 7 and 8 displayed one oxidation and reduction wave. Variable temperature magnetic susceptibility measurements suggested paramagnetic nature of the complexes 1-3. The X-ray photoelectron spectroscopic (XPS) studies indicated that copper(II) centres in complex 3 are present in two different coordination environments. Room temperature EPR studies on 1-8 (g(parallel to) > g(perpendicular to) > 2.003) suggested a typical d(9) copper(II) with unpaired electron lying in a d(x2-y2) orbital. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.09.044
• 作为产物：
  描述：

  meso-[4-(pyridin-4-ylmethoxy)phenyl]dipyrromethane 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 1.5h， 生成 4-[[4-[1H-pyrrol-2-yl(pyrrol-2-ylidene)methyl]phenoxy]methyl]pyridine
  参考文献：
  名称：

  Structural diversity in heteroleptic dipyrrinato copper(II) complexes

  摘要：

  Synthesis and characterization of the heteroleptic dipyrrinato complexes [Cu-2(2-pcdpm)(2)(acac)(2)] (1), [Cu-2(2-pcdpm)(2)(hfacac)(2)] (2), [Cu-3(4-OHdpm)(2)(acac)(4)] (3), [Cu-3(4-OHdpm)(2)(hfacac) 4] (4), [Cu-2(3-OHdpm)(acac)(3)] (5), [Cu-2(3-OHdpm)(hfacac)(3)] (6), [Cu(2-OHdpm)(acac)] (7) and [Cu((2)OHdpm)(hfacac)] (8) (acac = acetylacetone; hfacac = hexafluoroacetylacetone; 2-pcdpm = 4-(2-methoxypyridyl) phenyldipyrromethene; 3-pcdpm = 4-(3-methoxypyridyl) phenyldipyrromethene; 4-pcdpm = 4-(4-methoxypyridyl) phenyldipyrromethene; 4-/3-/2-OHdpm = 4-/3-/(2-hydroxyphenyl)dipyrromethene) have been described. The complexes 1-8 have been characterized by elemental analyses, ESI-MS, IR, UV-Vis, EPR and electrochemical (CV and DPV) studies. Electronic absorption spectra of 1-8 clearly suggested that position of the absorption bands depend on the nuclearity and coordination geometry about the copper(II) centres. Structures of 1, 2, 3 and 7 have been determined by X-ray single crystal analyses. The spectral and structural studies revealed that copper(II) in 1 and 2 adopted square pyramidal geometry, whereas in 7 a square planar geometry. On the other hand in trinuclear complex 3 one copper(II) adopted square planar, while other two square pyramidal geometry. In their cyclic voltammo-grams, 1-6 exhibited an irreversible oxidation and two reduction waves whereas 7 and 8 displayed one oxidation and reduction wave. Variable temperature magnetic susceptibility measurements suggested paramagnetic nature of the complexes 1-3. The X-ray photoelectron spectroscopic (XPS) studies indicated that copper(II) centres in complex 3 are present in two different coordination environments. Room temperature EPR studies on 1-8 (g(parallel to) > g(perpendicular to) > 2.003) suggested a typical d(9) copper(II) with unpaired electron lying in a d(x2-y2) orbital. (C) 2013 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.09.044