4-methyl-2,6-bis-(pyrrolidinomethyl)phenol | 163934-17-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-2,6-bis-(pyrrolidinomethyl)phenol
• 英文别名: 4-Methyl-2,6-bis(pyrrolidinomethyl)phenol；4-methyl-2,6-bis(pyrrolidin-1-ylmethyl)phenol
• CAS: 163934-17-6
• 化学式: C₁₇H₂₆N₂O
• 分子量: 274.406
• InChiKey: HIHQDIIHDMPUOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 4-methyl-2,6-bis-(pyrrolidinomethyl)phenol 在 NaOH 、 water 作用下， 以 甲醇 、 水 为溶剂， 以43%的产率得到
  参考文献：
  名称：

  Structure and magnetism of novel tetranuclear µ₄-oxo-bridged copper(II) complexes

  摘要：

  Reaction of CuCl2 . 2H(2)O or CuBr2 with the tridentate ligand 4-methyl-2,6-bis(pyrrolidin-1-yl-methyl)phenol (Hmbpp) in methanol yielded two copper(II) complexes [Cu4OCl4(mbpp)(2)]. 2MeOH 1 and [Cu4OBr4(mbpp)(2)] 2. They were characterised by single-crystal X-ray diffraction analyses. Both structures were solved using direct methods and refined on F-2 by full-matrixleast squares. They consist of a tetrahedron of copper atoms centred by a mu(4)-bridging oxygen atom. Magnetic susceptibility measurements in the temperature range 7.0-487.3 K indicated significant antiferromagnetic coupling between the copper(ii) centres of both complexes. The experimental data were fitted to a modified Heisenberg model by analysing the tetranuclear complexes as two dinuclear Cu2O2 subunits. The best least-squares fit parameters were g = 2.12(2). J(12) = -275(1) cm(-1). J(13) = -27.8(5) cm(-1) and x(p) = 1.0(1)% paramagnetic impurity for 1 and g = 2.10(2), J(12) = -261(1) cm(-1), J(13) = -21.6(5) cm(-1) and x(p) = 1.2(1)% for 2. By comparison to similar mu(4)-oxo-bridged copper (II) complexes, a linear relationship between the magnetic intradimer coupling constant and the mean Cu-O-Cu angle is obtained.

  DOI：

  10.1039/dt9950002649
• 作为产物：
  描述：

  四氢吡咯 、 聚合甲醛 、 对甲酚 以 乙醇 为溶剂， 反应 24.0h， 以83%的产率得到4-methyl-2,6-bis-(pyrrolidinomethyl)phenol
  参考文献：
  名称：

  Reim, Joerg; Krebs, Bernt, Angewandte Chemie, 1994, vol. 106, # 19, p. 2040 - 2041

  摘要：

  DOI：

文献信息

• From Tetranuclear 4-Oxo to 4-Peroxocopper(II) Complexes
  作者：Jörg Reim、Rüdiger Werner、Wolfgang Haase、Bernt Krebs

  DOI：10.1002/(sici)1521-3765(19980210)4:2<289::aid-chem289>3.3.co;2-u

  日期：1998.2.10

  The mu(4)-peroxotetracopper(II) complexes [Cu-4(L-1)(2)(O-2)(OMe)(2)(ClO4)]-ClO4 . MeOH (I), [Cu-4(L-2)(2)(O-2)-(OMe)(2)(ClO4)]ClO4 . MeOH (2), [Cu-4-(L-3)(2)(O-2) (OMe)(2)(ClO4)]ClO4 . MeOH (3) and the mu(4)-oxotetracopper(II) complex [Cu-4(L-1)(2)(O)(OH)(2)(MeOH)(2)-(ClO4)(2)] (4) were synthesized (HL1= 2,6-bis(pyrrolidinomethyl)-4-methylphenol, HL2=2,6-bis(piperidinomethyl)4-methylphenol, HL3=2,6-bis(morpholinomethyl)-4-methylphenol). The molecular structures of 1 and 4 were established by single-crystal X-ray crystallography. I crystallizes in the monoclinic space group P2/n, with a=14.797(8), b=11.007(7), c= 15.434(10) Angstrom, beta=118.29 degrees, V=2214 Angstrom(3) (150 K) and Z=2. Complex 4 crystallizes in the monoclinic space group P2(1)/n, with a=11.498(2), b=13.311(3), c= 14.794(3) Angstrom, beta = 93.56(3)degrees, V = 2259.9 Angstrom(3) (213 K) and Z=2. Electrospray ionization mass spectra of 1 and 4 in dichloromethane solution confirm that the tetranuclear structure is maintained in this solvent. The UV/Vis spectra of 1-3 in dichloromethane are dominated by a very strong absorption at about 390 nm with a shoulder around 420-440nm interpreted as a superposition of a peroxo-->Cu-II and a phenolate-->Cu-II charge-transfer transition. A band at about 580 nm may be a superposition of d-d transitions and a second, less intense peroxo-->Cu-II charge transfer. The frequencies of the O-O stretching vibrations of 1-3 were determined by FT Raman and resonance Raman experiments and found to be 878, 898 and 888 cm(-1), respectively. A frequency shift to 841 cm(-1) is observed upon O-18 substitution in 1. The tetranuclear copper(Ir) complexes 1 and 4 are strongly antiferromagnetically coupled. They possess S=0 ground states separated from a triplet state by 510 and 720 cm-l, respectively. Good fits result from a regular spin Hamiltonian as well as from the Bleaney-Bowers equation, which shows that only the two lowest-lying states are notably thermally populated. Magnetostructural correlations established for dimeric complexes are not easily transferable to these kinds of tetrameric complexes. Investigations in methanolic solution provide evidence that a tetranuclear mu(4)-oxocopper(II) complex analogous to 4 can be converted into a tetranuclear mu(4)-peroxocopper-(II) complex analogous to 1.