4-methoxy-2-(phenylazo)pyridine | 182490-37-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxy-2-(phenylazo)pyridine
• 英文别名: 4-methyloxy-2-(phenylazo)pyridine；4-CH3O-2-(phenylazo)pyridine；4-Methoxy-2-[(E)-phenyldiazenyl]pyridine；(4-methoxypyridin-2-yl)-phenyldiazene
• CAS: 182490-37-5
• 化学式: C₁₂H₁₁N₃O
• 分子量: 213.239
• InChiKey: YKJCDZIYWWASKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0) 、 4-methoxy-2-(phenylazo)pyridine 以 further solvent(s) 为溶剂， 以34%的产率得到cis-Mo(CO)4(4-methoxy-2-(phenylazo)pyridine)
  参考文献：
  名称：

  2-（苯基偶氮）吡啶配体的四羰基钼配合物。钼95化学位移与电子，红外和电化学性质的相关性

  摘要：

  配合物顺式-Mo（CO）4（X-2-（苯基偶氮）吡啶）（X = 4-CH 3 O，4-CH 3，4 -Cl，5-Br，5-CF 3，{6-CH合成了3 }和顺式-Mo（CO）4（2-（2-CH 3-苯基偶氮）吡啶），并通过循环伏安法，可见光和红外光谱以及1 H，13 C和95 Mo NMR进行了表征光谱学。95Mo化学位移与最低能量的电子跃迁，羰基拉伸频率的总和，第一氧化电位以及吡啶基取代基的Hammettσ参数相关。的复合物的失败顺-Mo（CO）4（6-CH 3 -2-（苯基偶氮）吡啶）和顺式-Mo（CO）4（2-（2--CH 3-苯基偶氮）吡啶）来拟合某些相关性归因于空间或电子效应。取代基对2-（苯基偶氮）吡啶的吡啶基环的作用似乎完全是通过σ键起作用的感应性基团。建议将2-（苯基偶氮）吡啶适当地视为偶氮基团具有较强的π-受体能力的配体，而吡啶基主要起吡啶的作用，其碱度因强吸电子而降低2

  DOI：

  10.1016/0022-328x(96)06346-2

文献信息

• Synthesis and studies of cis-Mo(CO)2(L–L′)2 and Mo(L–L′)3 complexes of 2-(phenylazo)pyridines (L–L′) and the crystal structures of Mo(CO)2(4-methyl-2-(phenylazo)pyridine)2 and Mo(4-methyl-2-(phenylazo)pyridine)3
  作者：Martin N. Ackermann、Suzanne R. Kiihne、Patricia A. Saunders、Craig E. Barnes、Sarah C. Stallings、Hidong Kim、Clifton Woods、Michael Lagunoff

  DOI：10.1016/s0020-1693(02)00851-4

  日期：2002.5

  The complexes cis-Mo(CO)(2)(X-2-(phenylazo)pyridine)(2) (III) and Mo(X-2-(phenylazo)pyridine)(3) (IV) (X = 4-CH3O (a), 4-CH3 (b), H (c), 4-Cl (d), 5-Br (e), 5-CF3 (f), 6-CH3 (g)), cis-Mo(CO)(2)(2-(2-CH3-phenylazo)pyridine)(2) (IIIh), and Mo(2-(2-CH3-phenylazo)pyridine)(3) (IVh) have been synthesized and characterized by cyclic voltammetry, by visible and infrared spectroscopy, and by H-1, C-13, and Mo-95 NMR spectroscopy. Correlations among these data and correlations of the data with the Hammett sigma parameter within each series of complexes were investigated. Initially, correlations were found only for the Hammett sigma parameter with the first oxidation potential and with the first reduction potential for both the type III and type IV complexes and with the sum of the carbonyl stretching frequencies for the type III complexes. However, combining Mo-95 NMR linewidth and chemical shift data for this quadrupolar metal allowed separation of the nephelauxetic and spectrochemical effects and revealed a number of additional correlations. The X-ray crystal structures of cis-Mo(CO)(2)(4-CH3-2-(phenylazo)pyridine)(2) (IIIb) and Mo(4-CH3-2-(phenylazo)pyridine)(3) (IVb) also have been determined. In IIIb each CO is trans to a pyridyl nitrogen of a 2-(phenylazo)pyridine ligand. In IVb each pyridyl nitrogen is trans to an azo nitrogen, yielding the facial isomer of the complex. (C) 2002 Elsevier Science B.V. All rights reserved.