2′,3′,5′,6′-tetramethylazido-p-terphenyl-4,4″dicarboxylic acid | 1394899-64-9

• 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: 2′,3′,5′,6′-tetramethylazido-p-terphenyl-4,4″dicarboxylic acid
• 英文别名: 4-[2,3,5,6-Tetrakis(azidomethyl)-4-(4-carboxyphenyl)phenyl]benzoic acid；4-[2,3,5,6-tetrakis(azidomethyl)-4-(4-carboxyphenyl)phenyl]benzoic acid
• CAS: 1394899-64-9
• 化学式: C₂₄H₁₈N₁₂O₄
• 分子量: 538.485
• InChiKey: HQPDOMTVPCWBNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2′,3′,5′,6′-tetramethylazido-p-terphenyl-4,4″dicarboxylic acid 、 氯化锆(IV) 在 苯甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 Zr3O2(OH)2(2',3',5',6'-tetramethyl-[1,1':4',1''-terphenyl]-4,4''-dicarboxylate)3
  参考文献：
  名称：

  Pore Surface Engineering with Controlled Loadings of Functional Groups via Click Chemistry in Highly Stable Metal–Organic Frameworks

  摘要：

  Reactions of ZrCl4 and single or mixed linear dicarboxylic acids bearing methyl or aside groups lead to highly stable isoreticular metal-organic frameworks (MOFs) with content-tunable, accessible, reactive aside groups inside the large pores. These Zr-based MOFs offer an ideal platform for pore surface engineering by anchoring various functional groups with controlled loadings onto the pore walls via the click reaction, endowing the MOFs with tailor-made interfaces. Significantly, the framework and crystallinity of the functionalized MOFs are well-retained, and the engineered pore surfaces have been demonstrated to be readily accessible, thus providing more opportunities for powerful and broad applications of MOFs.

  DOI：

  10.1021/ja3063919
• 作为产物：
  描述：

  3,6-二溴四甲苯 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium azide 、 cesium fluoride 、 potassium hydroxide 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 乙二醇二甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 122.0h， 生成 2′,3′,5′,6′-tetramethylazido-p-terphenyl-4,4″dicarboxylic acid
  参考文献：
  名称：

  Pore Surface Engineering with Controlled Loadings of Functional Groups via Click Chemistry in Highly Stable Metal–Organic Frameworks

  摘要：

  Reactions of ZrCl4 and single or mixed linear dicarboxylic acids bearing methyl or aside groups lead to highly stable isoreticular metal-organic frameworks (MOFs) with content-tunable, accessible, reactive aside groups inside the large pores. These Zr-based MOFs offer an ideal platform for pore surface engineering by anchoring various functional groups with controlled loadings onto the pore walls via the click reaction, endowing the MOFs with tailor-made interfaces. Significantly, the framework and crystallinity of the functionalized MOFs are well-retained, and the engineered pore surfaces have been demonstrated to be readily accessible, thus providing more opportunities for powerful and broad applications of MOFs.

  DOI：

  10.1021/ja3063919

文献信息

• Metal Insertion in a Methylamine-Functionalized Zirconium Metal–Organic Framework for Enhanced Carbon Dioxide Capture
  作者：A. Paulina Gómora-Figueroa、Jarad A. Mason、Miguel I. Gonzalez、Eric D. Bloch、Katie R. Meihaus

  DOI：10.1021/acs.inorgchem.6b02745

  日期：2017.4.17

  The reaction of ZrCl4 with 2′,3′,5′,6′-tetramethylamino-p-terphenyl-4,4″-dicarboxylic acid (H2tpdc-4CH2NH2·3HCl) in the presence of NaF affords Zr6O4(OH)2.1F1.9(tpdc-4CH2NH2·3HCl)6 (1), which is a new member of the Zr6O4(OH)4(dicarboxylate linker)12 or UiO-68 family, and exhibits high porosity with BET and Langmuir surface areas of 1910 m2/g and 2220 m2/g, respectively. Remarkably, fluoride ion incorporation

  在NaF存在下ZrCl 4与2'，3'，5'，6'-四甲基氨基-对-叔苯基-4,4''-二羧酸（H 2 tpdc-4CH 2 NH 2 ·3HCl）的反应得到Zr 6 O 4（OH）2.1 F 1.9（tpdc-4CH 2 NH 2 ·3HCl）6（1），它是Zr 6 O 4（OH）4（二羧酸酯连接基）12或UiO-68家族的新成员，且具有高孔隙率，BET和Langmuir表面积分别为1910 m 2 / g和2220 m 2/ g。值得注意的是，将氟离子掺入锆簇中可提高热稳定性，这是通过这种缺陷修复方法增强UiO骨架稳定性的第一个例子。尽管材料1在每个有机连接基上都具有四个烷基胺基，但该骨架并未展现出高的CO 2吸收率，这是CO 2与胺基之间反应形成氨基甲酸或氨基甲酸铵物种所期望的。缺少强CO 2吸附可能归因于某些胺位处的质子化和抗衡离子的存在。确实，材料1的暴露在有机碱1，8-双（二​