10,21-dimethyl-3,6,14,17-tetraazatricyclo [17.3.18,12]tetracosa-1(23),8,10,12(24),19,21-hexaene-23,24-diol | 103776-06-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 10,21-dimethyl-3,6,14,17-tetraazatricyclo [17.3.18,12]tetracosa-1(23),8,10,12(24),19,21-hexaene-23,24-diol
• 英文别名: 10,21-Dimethyl-3,6,14,17-tetrazatricyclo[17.3.1.18,12]tetracosa-1(22),8,10,12(24),19(23),20-hexaene-23,24-diol
• CAS: 103776-06-3
• 化学式: C₂₂H₃₂N₄O₂
• 分子量: 384.522
• InChiKey: ZXMFPEKXNZLDEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  88.6
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 10,21-dimethyl-3,6,14,17-tetraazatricyclo [17.3.18,12]tetracosa-1(23),8,10,12(24),19,21-hexaene-23,24-diol 在 NaOH 作用下， 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  螯合物环大小变化的大环配体双核金属配合物的研究

  摘要：

  合成并表征了2,6-二甲叉基-4-甲基苯酚的大环席夫碱配体的双核Cu （II），Ni （II）和Co （II）配合物。研究了螯合环的大小和这些配体的甲亚胺基的饱和度对金属配合物的稳定性，结构和电化学性能的影响。报道了金属配合物在3,5-二叔丁基邻苯二酚被分子氧氧化为3,5-二叔丁基醌中的催化活性

  DOI：

  10.1016/s0277-5387(96)00364-6
• 作为产物：
  描述：

  (2E,6E,13E,17E)-10,21-Dimethyl-3,6,14,17-tetraaza-tricyclo[17.3.1.1^8,12]tetracosa-1(23),2,6,8,10,12(24),13,17,19,21-decaene-23,24-diol; compound with perchloric acid 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 10,21-dimethyl-3,6,14,17-tetraazatricyclo [17.3.18,12]tetracosa-1(23),8,10,12(24),19,21-hexaene-23,24-diol
  参考文献：
  名称：

  Efficient Proton-Templated Synthesis of 18- to 38-Membered Tetraimino(amino)diphenol Macrocyclic Ligands:  Structural Features and Spectroscopic Properties

  摘要：

  A whole range of Robson-type tetraiminodiphenol macrocyclic ligands have been prepared as their perchlorate salts [H4L](ClO4)(2) in high yield (ca. 90%) by a single-step [2 + 2] condensation reaction between 4-methyl(or tert-butyl)-2,6-diformyl(or diacyl)phenols and alpha,omega-diaminoalkanes (C-2-C-12) in the presence of acetic acid and NaClO4. The reduction of these 18- to 38-membered macrocyclic salts with NaBH4 have afforded corresponding tetraaminodiphenol macrocycles H2L'. The X-ray crystal structures of two of the tetraiminodiphenol macrocycles with the C-2 and C-4 lateral chains have been determined, and the optimized configurations for all of the macrocycles have been obtained by molecular mechanics calculations. The macrocycles have been characterized by elemental analysis and by IR, absorption, emission, and NMR spectroscopic study. The protonated tetraiminodiphenol macrocycles exhibit strong fluoroseence in methanol, acetonitrile, and nitromethane and undergo quenching when treated with triethylamine. The neutral macrocycles H2L, isolated by treating [H4L](ClO4)(2) with excess of triethylamine, lack luminescence, as do the reduced tetraaminodiphenol macrocycles H2L'. The hydrolytic cleavage of [H4L](ClO4)(2) has been studied.

  DOI：

  10.1021/jo049787s

文献信息

• Eight coordination compounds based on a reduced Schiff base tetraaminodiphenol macrocyclic ligand
  作者：Ying-Ying Liu、Jie Liu、Jin Yang、Bo Liu、Jian-Fang Ma

  DOI：10.1016/j.ica.2013.03.009

  日期：2013.7

  Eight new compounds, namely, [Cu-2(L)]center dot 2NO(3)center dot H2O (1), [Cu(ox)(2)]center dot 0.5(H6L)center dot 3H(2)O (2), [Zn(L)(0.5)(nds)(0.5)] (3), [Zn-4(L)(2)(m-bdc)(2)]center dot 0.5H(2)O (4), [Cd(L)(0.5)(ox)(0.5)(H2O)]center dot MeOH center dot 1.25H(2)O (5), [Cd(L)(0.5)(H2O)(3)]center dot 0.5(p-bdc)center dot 1.5H(2)O (6), [Cd-2(L)(btec)(0.5)(H2O)(4)]center dot 2.5MeOH center dot H2O (7) and [Ni-2(L)(btec)(0.5)(H2O)]center dot MeOH center dot 1.5H(2)O (8) (H2L = 10,21-dimethyl-3,6,14,17-tetraazatricyclo [17.3.18,12] tetracosa-1(23), 8,10,12(24), 19,21-hexaene-23,24-diolate, ox = oxalate, nds = 1,5-naphthalenedisulfonate, m-bdc = 1,3-benzenedicarboxylate, p-bdc = 1,4-benzenedicarboxylate and btec = 1,2,4,5-benzenetetracarboxylate), have been synthesized. In compound 1, the L ligand coordinates with two Cu(II) atoms to form a [Cu2L](2+) unit. In compound 2, two ox anions chelate to one Cu(II) atom to form a [Cu(ox)(2)](2) unit. The (H6L)(4+) acts as a counter ion. The whole structures of 1 and 2 feature three-dimensional (3D) supramolecular architectures connected by weak Cu center dot center dot center dot O and hydrogen-bonding interactions, respectively. In compounds 3-5, the [M2L](2+) cations are bridged by nds, m-bdc and ox anions to form chains, respectively. The chains of 3 and 4 are further linked by hydrogen- bonding interactions into 2D and 3D supramolecular architectures, respectively. In compound 6, the macrocyclic L anion coordinates to two Cd(II) atoms to form a [Cd2L](2+) cation. The final structure of 6 exhibits a 3D supramolecular architecture linked by hydrogen bonds. In compound 7, Cd(II) atoms are linked by L anions to form two types of [Cd2L](2+) cations. One type of [Cd2L](2+) cations are bridged by btec anions to generate a polymeric anion chain, whereas the other [Cd2L](2+) cations are free. Further, the polymeric anion chains and the [Cd2L](2+) cations are linked by hydrogen bonds to generate a 2D supramolecular layer. In compound 8, btec anion bridges the [Ni2L](2+) cations to yield a 2D layer. Thermogravimetric analyses (TGA) for the compounds 1-8 have been investigated. In addition, the magnetic property for 1 and the luminescent properties for compounds 3-7 have also been studied. (C) 2013 Elsevier B. V. All rights reserved.
• Synthesis of some macrocyclic compounds containing 2,6-bis(N-alkylamino)phenol units
  作者：Sanat K. Mandal、Kamalaksha Nag

  DOI：10.1021/jo00370a029

  日期：1986.10
• Dinuclear nickel(II) complexes of a series of dinucleating macrocycles with similar or dissimilar coordination sites: synthesis, structure and physicochemical property
  作者：Yuichiro Aratake、Masaaki Ohba、Hiroshi Sakiyama、Makoto Tadokoro、Naohide Matsumoto、Hisashi Ōkawa

  DOI：10.1016/s0020-1693(00)92324-7

  日期：1993.10

  The dinucleating macrocycles H-2(L(m,n)) containing two 2,6-di(aminomethyl)-4-methylphenol entities combined through two alkane chains, -(CH2)m- (m=2, 3) and -(CH2)n- (n=2, 3, 4, 5), at the amine nitrogens, form nickel(II) complexes of the general formula [Ni2(L(m,n))(OAC)2] ((m,n)=(2,2), (2,4), (2,5), (3,3)) and [Ni2(L2,3)(OAc)(NCS)(CH3OH)]. [Ni2(L2,2)(OAc)2].10H2O crystallizs in the triclinic system of space group P1BAR with a=9.983(2), b=12.832(2), c=7.932(1) angstrom, alpha=101.29(1), beta=101.08(2), gamma=106.57(2)-degrees, V=921.1(3) angstrom3 and Z=1. The refinement converges with R=5.65 and R(w)=5.89% based on 2308 reflections with \F(o)\ > 3sigma(\F(o)\). The macrocycle adopts a folded conformation and each nickel has a cis-beta octahedral geometry with the N2O2 donor set of the macrocycle and two oxygens of a bidentate acetate group. The Ni-Ni separation bridged by two phenolic oxygens is 3.004 angstrom and the Ni-O-Ni angle is 95.6-degrees. Cryomagnetic properties (4.2-300 K) of the complexes are well reproduced based on the spin Hamiltonian K=-2JS1.S2-D(S(z1)2-S(z2)2) with a positive exchange integral (J=+10.1 to +2.1 cm-1) and a negative zero-field splitting parameter (D=-0.53 to -2.40 cm-1). Each complex shows two reduction waves and two oxidation waves attributable to the metal centers.
• Efficient Proton-Templated Synthesis of 18- to 38-Membered Tetraimino(amino)diphenol Macrocyclic Ligands:  Structural Features and Spectroscopic Properties
  作者：Bula Dutta、Pradip Bag、Bibhutosh Adhikary、Ulrich Flörke、Kamalaksha Nag

  DOI：10.1021/jo049787s

  日期：2004.8.1

  A whole range of Robson-type tetraiminodiphenol macrocyclic ligands have been prepared as their perchlorate salts [H4L](ClO4)(2) in high yield (ca. 90%) by a single-step [2 + 2] condensation reaction between 4-methyl(or tert-butyl)-2,6-diformyl(or diacyl)phenols and alpha,omega-diaminoalkanes (C-2-C-12) in the presence of acetic acid and NaClO4. The reduction of these 18- to 38-membered macrocyclic salts with NaBH4 have afforded corresponding tetraaminodiphenol macrocycles H2L'. The X-ray crystal structures of two of the tetraiminodiphenol macrocycles with the C-2 and C-4 lateral chains have been determined, and the optimized configurations for all of the macrocycles have been obtained by molecular mechanics calculations. The macrocycles have been characterized by elemental analysis and by IR, absorption, emission, and NMR spectroscopic study. The protonated tetraiminodiphenol macrocycles exhibit strong fluoroseence in methanol, acetonitrile, and nitromethane and undergo quenching when treated with triethylamine. The neutral macrocycles H2L, isolated by treating [H4L](ClO4)(2) with excess of triethylamine, lack luminescence, as do the reduced tetraaminodiphenol macrocycles H2L'. The hydrolytic cleavage of [H4L](ClO4)(2) has been studied.
• Studies on dinuclear metal complexes of macrocyclic ligands with varying chelate ring size
  作者：Chepuri R.K. Rao、P.S. Zacharias

  DOI：10.1016/s0277-5387(96)00364-6

  日期：1997.1

  Dinuclear Cu(II), Ni(II) and Co (II) complexes of macrocyclic Schiff-base ligands of 2,6-difornyl-4-methyphenol with α,ω-diamines have been synthesized and characterized. The effect of chelate ring size and saturation of azomethine groups of these ligands on stability, structure and electrochemical properties of the metal complexes has been investigated. Catalytic activity of the metal complexes in

  合成并表征了2,6-二甲叉基-4-甲基苯酚的大环席夫碱配体的双核Cu （II），Ni （II）和Co （II）配合物。研究了螯合环的大小和这些配体的甲亚胺基的饱和度对金属配合物的稳定性，结构和电化学性能的影响。报道了金属配合物在3,5-二叔丁基邻苯二酚被分子氧氧化为3,5-二叔丁基醌中的催化活性