5-[(anthracen-9-ylmethyl)amino]isophthalic acid | 1612229-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 5-[(anthracen-9-ylmethyl)amino]isophthalic acid
• 英文别名: 5-(Anthracen-9-ylmethylamino)benzene-1,3-dicarboxylic acid；5-(anthracen-9-ylmethylamino)benzene-1,3-dicarboxylic acid
• CAS: 1612229-22-7
• 化学式: C₂₃H₁₇NO₄
• 分子量: 371.392
• InChiKey: QPHXVSOLRLWJDO-UHFFFAOYSA-N

物化性质

• 沸点：
  697.1±55.0 °C(Predicted)
• 密度：
  1.412±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[(anthracen-9-ylmethyl)amino]isophthalic acid 、 N,N-二甲基甲酰胺 在 calcium(II) nitrate tetrahydrate 、 水 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以78%的产率得到
  参考文献：
  名称：

  钙基高效阴极射线闪烁金属-有机骨架，由π共轭发光图案构成† ‡

  摘要：

  高效的阴极射线闪烁金属有机骨架是由π共轭发光基序和轻质Ca（II）离子构成的。通过协调有效地阻止了发光自猝灭途径。原位真空紫外荧光光谱首次显示了激子在闪烁过程中的重组。

  DOI：

  10.1039/c9cc06760d
• 作为产物：
  描述：

  5-[(9-Anthracenylmethylene)amino]-isophthalic acid 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 以3.3 g的产率得到5-[(anthracen-9-ylmethyl)amino]isophthalic acid
  参考文献：
  名称：

  Solvent-Induced Carboxylate Shift and Movement of an Anthryl Side-Group in Single-Crystal to Single-Crystal Structural Dynamics in a Gadolinium Coordination Polymer

  摘要：

  Single crystal to single crystal (SC-SC) transformation involving cooperative movement of atoms represents one of the most fascinating phenomena in coordination polymers. Here, we describe a novel two-dimensional coordination polymer {[Gd-2(L)(3)(DMF)(2)(H2O)(2)]center dot (DMF)(2)center dot(H2O)(5.5)}(n) (1) synthesized from carboxylate-based flexible ligand 5-[(anthracen-9-ylmethyl)-amino]-isophthalic acid and Gd(III) ion by the solvothermal technique. The complex undergoes solvent-induced rearrangement reactions with the cleavage and formation of coordination bonds and substantial movement of the anthracene side groups without losing crystallinity to form the daughter products as {[Gd-2(L)(3)(H2O)(4)]center dot (DMF)(4)center dot(H2O)(1.5)}(n) (1a), [Gd-2(L)(3)(DMF)(2)(H2O)]center dot(DMF)(2)center dot(DCM)(2)center dot (H2O)(5)}(n) (1b), and [Gd(L)(2)(DEF)](n) (1c). These transformations exhibit a crystallographic snapshot of "carboxylate-shift" process which is further supported by IR spectroscopy, elemental analysis, and powder X-ray diffraction patterns. To the best of our knowledge, it is the first example of carboxylate shift in a Gd(III) coordination polymer. The mother crystal 1 and the daughters 1a and 1c exhibit 4-connected sql topology, while 1b shows a 3-connected hcb topology. Magnetic susceptibility measurements at variable temperature indicate the existence of antiferromagnetic interactions in all the complexes. The photoluminescent properties of the complexes in the solid state are also investigated at room temperature.

  DOI：

  10.1021/cg5005775

文献信息

• Solvent Influence in Obtaining Diverse Coordination Symmetries of Dy(III) Metal Centers in Coordination Polymers: Synthesis, Characterization, and Luminescent Properties
  作者：Nithi Phukan、Soumyabrata Goswami、Sophie Lipstman、Israel Goldberg、Bharat Kumar Tripuramallu

  DOI：10.1021/acs.cgd.9b01599

  日期：2020.5.6

  symmetry of the Dy(III) coordination sphere in the polymers in the manner: D2d in 1, C2v and D4d in 2, C4v and Cs in 3, C5v in 4, D4d in 5, and D2d in 6. The coordination symmetry plays an interesting role in sensitization of lanthanide emission. The emission maxima of compounds 1–6 vary from the blue region to the yellow region significantly due to coordination symmetry expressed by the Dy(III) centers, which

  已经合成了六种新的含Dy（III）的配位聚合物（CP），其中强调了溶剂分子在指导Dy（III）配位球的形成中的作用，而Dy（III）配位球又会影响配位聚合物的尺寸，热稳定性和发射属性。一种基于间苯二甲酸酯的柔性配体5-[（蒽-9-基甲基）-氨基]-间苯二甲酸（H 2 L），具有不同的溶剂，例如二甲基甲酰胺（DMF），二甲基乙酰胺（DMA），二甲基亚砜（DMSO），二乙基甲酰胺（ DEF）和N供体接头phen（1,10-phenanothroline）和吡啶（py）用于获得六种不同的配位聚合物，即[Dy 2（L）2（HCOO）3（DMF）·Me 2 NH2 ·H 2 O] n（1），[Dy 4（L）6（DMA）2（H 2 O）4 ·4DMA·4H 2 O] n（2），[Dy 2（L）3（DMSO）3（H 2 O）2 ·2DMSO·2H 2 O] ñ（3），[镝（L）（DEF）} 2（μ 2
• Highly Efficient Adsorptive Removal of Organic Dyes from Aqueous Solutions Using Polyaromatic Group-Containing Zn(II)-Based Coordination Polymers
  作者：Anirban Karmakar、Anup Paul、Inês R. M. Santos、Pedro M. R. Santos、Elia Pantanetti Sabatini、Atash V. Gurbanov、M. Fátima C. Guedes da Silva、Armando J. L. Pombeiro

  DOI：10.1021/acs.cgd.1c01343

  日期：2022.4.6

  In the present study, we have constructed four new Zn(II) coordination polymers (CPs), formulated as [Zn(L1)(DMF)(H2O)2]n·n(H2O) (1), [Zn2(L1)2(DMF)(CH3OH)]n (2), [Zn(L2)(DMF)]n (3), and [Zn(L2)(4,4′-Bipy)]n (4), using polyaromatic group-containing carboxylic acid proligands 5-(anthracen-9-ylmethyl)amino}isophthalic acid (H2L1) and 5-(pyren-1-ylmethyl)amino}isophthalic acid (H2L2) and zinc nitrate

  在本研究中，我们构建了四种新型 Zn(II) 配位聚合物 (CPs)，公式为 [Zn(L1)(DMF)(H 2 O) 2 ] n · n (H 2 O) ( 1 )，[ Zn 2 (L1) 2 (DMF)(CH 3 OH)] n ( 2 )、[Zn(L2)(DMF)] n ( 3 ) 和 [Zn(L2)(4,4'-Bipy)] n ( 4 )、使用含多芳基的羧酸前配体5-(anthracen-9-ylmethyl)amino}isophthalic acid ( H 2 L1 )和5-(pyren-1-ylmethyl)amino}isophthalic acid ( H2 L2 ) 和硝酸锌在溶剂热条件下。合成的前配体通过衰减全反射红外傅里叶变换红外 (ATR-FT-IR) 和核磁共振技术进行了表征。另一方面，CPs 1 – 4通过 ATR-FT-IR、热重分析、元素、粉末 X 射线衍射
• Ultralow non-noble metal loaded MOF derived bi-functional electrocatalysts for the oxygen evolution and reduction reactions
  作者：Debabrata Bagchi、Nithi Phukan、Shreya Sarkar、Risov Das、Bitan Ray、Pavithra Bellare、Narayanan Ravishankar、Sebastian C. Peter

  DOI：10.1039/d0ta12439g

  日期：——

  Ultra low cobalt single atom bi-functional electrocatalysts derived from MOFs exhibit oxygen evolution and reduction reaction activity close to that of state-of-the-art Pt/C and IrO₂.

  从金属有机框架(MOFs)衍生出的超低钴单原子双功能电催化剂，表现出接近于最先进的Pt/C和IrO₂的氧气进化和还原反应活性。
• A “turn-on” Cr³⁺ ion probe based on non-luminescent metal–organic framework-new strategy to prepare a recovery probe
  作者：Pei-Pei Zhang、Bo Song、Zhongyi Li、Jian-Jun Zhang、Ai-Yun Ni、Jun Chen、Jun Ni、Shuqin Liu、Chunying Duan

  DOI：10.1039/d1ta00062d

  日期：——

  Present here is a MOF probe, which exhibits a remarkable luminescence recovery for the selective detection of Cr³⁺ ion with a detection limit of 7.52 × 10⁻⁸ M, as well as a new pre-quench strategy and recognition mechanism for MOF-based probes.

  这里展示的是一种MOF探针，它表现出卓越的荧光恢复能力，可用于选择性检测Cr3+离子，检测限为7.52×10-8 M，同时还具有一种基于MOF的新的预熄灭策略和识别机制。
• Grinding size-dependent mechanoresponsive luminescent Cd(<scp>ii</scp>) coordination polymer
  作者：Yong Yan、Jun Chen、Ning-Ning Zhang、Ming-Sheng Wang、Cai Sun、Xiu-Shuang Xing、Rong Li、Jian-Gang Xu、Fa-Kun Zheng、Guo-Cong Guo

  DOI：10.1039/c6dt03794a

  日期：——

  In this work, we report a new mechanoresponsive luminescent Cd(II) coordination polymer that exhibits a sensitivity to mechanical stimulation. The luminescence colour changed gradually from weak yellowish-green to bright cyan in response to different grinding sizes, thereby showing interesting mechanochromic properties, namely a grinding-enhanced luminescence and good crystalline maintenance ability

  在这项工作中，我们报告了一种新型的机械响应性发光Cd（II）配位聚合物，对机械刺激表现出敏感性。响应于不同的研磨尺寸，发光颜色从弱的黄绿色逐渐变为亮的青色，从而显示出有趣的机械致变色特性，即研磨增强的发光和良好的晶体维持能力。