3,3’-methylenebis-(oxy)dibenzoic acid | 69984-28-7

• 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: 3,3’-methylenebis-(oxy)dibenzoic acid
• 英文别名: 3,3'-methylenebis(oxy)dibenzoic acid；3-[(3-Carboxyphenoxy)methoxy]benzoic acid
• CAS: 69984-28-7
• 化学式: C₁₅H₁₂O₆
• 分子量: 288.257
• InChiKey: LALQFOCUEPUGSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 3,3’-methylenebis-(oxy)dibenzoic acid 、 1,2-bis(imidazole-1-ylmethyl)benzene 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.5h， 以65.5%的产率得到{Co(3-mboba)(1,2-bis((1H-imidazol-1-yl)methyl)benzene)}_n
  参考文献：
  名称：

  Metallo-macrocycles from a library of flexible linkers: 1D cobalt(II) coordination polymers and a supramolecular pipe

  摘要：

  Three cobalt(II) coordination polymers containing compounds {Co(3-mboba)(1,2-bix)(2)}(n) (1), {Co-2(1,3-pda)(px3ampy)(H2O)(2)}(n) (2), {Co-2(hfipbb)(2)(bpbix)(2)}(n) (3), that are formed from three different bent carboxylic acids [3,3'-methylenebis(oxy)dibenzoic acid (3-H(2)mboba), 2,2'-(1,3-phenylene)diacetic acid (1,3-H(2)pda) and 4,4'-(perfiuoropropane-2,2-diyl)dibenzoic acid (H(2)hfipbb)] as primary ligands and three different {N,N}-donor linkers [1,2-bis((1H-imidazol-1-yl)methyl)benzene(1,2-bix), N,N'-(1,4-phenylenebis(methylene)) dipyridin-3-amine (px3ampy) and 4,4'-bis((1H-imidazol-1-yl)methyl)biphenyl (bpbix)] as secondary ligands, have been synthesized under hydrothermal conditions. Compounds 1-3 are characterized by single crystal X-ray diffraction analysis, IR spectroscopy, thermogravimetric (TG) and elemental analysis. Single crystal X-ray crystallography shows that diverse metallo-macrocycles are formed in compounds 1, 2 and 3. In the crystal structure of compound 1, two different metallo-macrocyles, 28-membered metal-acid {Co-2(3-mboba)(2)} ring and 24-memberedmetal-N-linker {Co-2(1,2-bix)(2)} ring, are formed. The alternative arrangement of these macrocylic rings leads to the formation of 1D chainlike coordination polymer (compound 1). In the crystal of compound 2, a 25 -membered macrocycle ring {Co(1,3-pda)(px3ampy)} is formed from one dicarboxylic acid ligand and one {N,N}ligand, which further undergoes coordination with itself resulting in the formation of 1D chain. The {Co-3(hfipbb)(bpbix)(2)) metallamacrocycle, observed in the crystal structure of compound 3, is more diversified in the sense that it is relatively bigger in size and this trinuclear metallo-macrocycle is formed by one dicaryboxylic acid ligand and two {N,N} donor linkers, but not in a plane. Interestingly, the inter-linking of these non-planar macrocycles results in the construction of a supramolecular pipe. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2018.05.047
• 作为产物：
  描述：

  间羟基苯甲酸 、 二溴甲烷 、 sodium hydroxide 、 二甲基亚砜 、 水 以47%的产率得到
  参考文献：
  名称：

  TANIMOTO SHIGEO; TANIYASU RYOZO; OKANO MASAYA, BULL. INST. CHEM. RES. KYOTO UNIV., 1978, 56, NO 6, 340-344

  摘要：

  DOI：

文献信息

• Synthesis, characterization and magnetism of metal–organic compounds: role of the positions of the coordinating groups of a meso-flexible ligand in placing anisotropy to exhibit spin-canting behaviour
  作者：Paulami Manna、Bharat Kumar Tripuramallu、Suresh Bommakanti、Samar K. Das

  DOI：10.1039/c4dt03468f

  日期：——

  Magnetic anisotropy can be included in metal–organic coordination polymers by altering the position of the coordinating groups on the skeleton of the ligand.

  磁各向异性可以通过改变配体骨架上配位基团的位置来包含在金属-有机配位聚合物中。
• Self-Assembly of 2D→2D Interpenetrating Coordination Polymers Showing Polyrotaxane- and Polycatenane-like Motifs: Influence of Various Ligands on Topological Structural Diversity
  作者：Ya-Qian Lan、Shun-Li Li、Jun-Sheng Qin、Dong-Ying Du、Xin-Long Wang、Zhong-Min Su、Qiang Fu

  DOI：10.1021/ic801275w

  日期：2008.11.17

  A series of mixed-ligand coordination complexes, namely, [Cd-2(bimb)2(L-1)(2)] (1), [Cd(bpimb)(0.5)(L-2)(H2O)] (2), [Zn-5(bpib)(2)(L-3)(4)(OH)(2)(H2O)(2)] (3), [Zn(bpib)(0.5)(L-4)] (4), and [Cd(bib)(L-4)] (5), where bimb = 1,4-bis((1H-imidazol-1-yl) methyl) benzene, bpimb = 1,4-bis((2-(pyridin-2-yl)-1H-imidazol-1-yl)methyl) benzene, bpib = 1,4-bis(2-(pyridin-2-yl)-1H-imidazol-1-yl)butane, bib = 1,4-bis(1H-imidazol-1-yl)butane, H2L1 = 4-((4-(dihydroxymethyl)phenoxy)methyl)benzoic acid, H2L2 = 4,4'-methylenebis(oxy)dibenzoic acid, H2L3 = 3,3'-methylenebis(oxy)dibenzoic acid, and H2L1 = 4,4'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))dibenzoic acid, have been synthesized under hydrothermal conditions. Their structures have been determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, IR spectra, and thermogravimetric (TG) analyses. In 1, (L-1)(2-) anions link the metal-neutral ligand subunits to generate a 2-fold parallel interpenetrating net with the 63 topology. In 2-4, neutral ligands connect the various metal-carboxylic ligand subunits to give a 2-fold parallel interpenetrating net with (4,4) topology in 2, a 2-fold parallel interpenetrating net with (3,6)-connected topology in 3, and a 3-fold parallel interpenetrating net with (4,4) topology in 4. Compounds 1-4 display both polyrotaxane and polycatenane characters. Compound 5 is a 5-fold parallel interpenetrating net with (4,4) topology. By careful inspection of these structures, we find that different topological structures showing both polyrotaxane and polycatenane characters have been achieved with increase of the carboxylic ligand length. It is believed that various carboxylic ligands and N-donor ligands with different coordination modes and conformations are important for the formation of the different structures. In addition, the luminescent properties of these compounds are discussed.