3,3',5,5'-tetrakis(bromomethyl)biphenyl | 42601-58-1

• 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',5,5'-tetrakis(bromomethyl)biphenyl
• 英文别名: 3,3',5,5'-Tetrakis(brommethyl)biphenyl；[C6H3(CH2Br)2-3,5]2；3.3'.5.5'-Tetrakis(brommethyl)biphenyl；3,3',5,5'-Tetrakis(bromomethyl)-1,1'-biphenyl；1-[3,5-bis(bromomethyl)phenyl]-3,5-bis(bromomethyl)benzene
• CAS: 42601-58-1
• 化学式: C₁₆H₁₄Br₄
• 分子量: 525.903
• InChiKey: BSBURJJDZLTVOO-UHFFFAOYSA-N

物化性质

• 熔点：
  206-208 °C
• 沸点：
  495.8±40.0 °C(Predicted)
• 密度：
  1.928±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3,3',5,5'-tetrakis(bromomethyl)biphenyl 在 水 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 3,3',5,5'-tetrakis<(4-tolylsulfonylamino)methyl>biphenyl
  参考文献：
  名称：

  Broad Molecular Ribbons of Nanometer Size Composed of Biphenyl Units

  摘要：

  The new tetrafunctionalized biphenyl key building blocks 16 and 39 led, for the first time, to the hitherto broadest molecular ribbons that contain biphenyl units in a transverse arrangement by iterative synthetic methods. The length and breadth of the molecular ribbons, as single chemical entities, are diversified. They can be used as cyclization precursors in the synthesis of long molecular tubes of type 2 with a large diameter. The solubility and the host-guest behavior (clathrate formation with benzene, dimethylformamide, and dichloromethane) of these nanometer-size molecular ribbons were optimized by the introduction of various side chains (benzenesulfonamide, 4-toluenesulfonamide, and 4-terf-butylbenzenesulfonamide groups) into the skeleton of the ribbons. New 14-, 15-, and 16-membered model ring systems (compounds 20a, 22a, and 24 respectively) were synthesized in order to examine the constitution of the 16-membered diaza[3.3]-phane 18a. Nanometer-size tube-shaped molecules 7a, 7b and 8 were obtained by cyclization of tetrafunctionalized molecular ribbons with the biphenyl building block. The constitution and conformation of the molecular ribbons and belts were proven by NOE experiments and X-ray analyses.

  DOI：

  10.1002/(sici)1521-3765(19990104)5:1<345::aid-chem345>3.0.co;2-t
• 作为产物：
  描述：

  5-氨基间苯二甲酸二甲酯 在 盐酸 、 锂硼氢 、 水 、 氢溴酸 、 铜 、 potassium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 3,3',5,5'-tetrakis(bromomethyl)biphenyl
  参考文献：
  名称：

  Broad Molecular Ribbons of Nanometer Size Composed of Biphenyl Units

  摘要：

  The new tetrafunctionalized biphenyl key building blocks 16 and 39 led, for the first time, to the hitherto broadest molecular ribbons that contain biphenyl units in a transverse arrangement by iterative synthetic methods. The length and breadth of the molecular ribbons, as single chemical entities, are diversified. They can be used as cyclization precursors in the synthesis of long molecular tubes of type 2 with a large diameter. The solubility and the host-guest behavior (clathrate formation with benzene, dimethylformamide, and dichloromethane) of these nanometer-size molecular ribbons were optimized by the introduction of various side chains (benzenesulfonamide, 4-toluenesulfonamide, and 4-terf-butylbenzenesulfonamide groups) into the skeleton of the ribbons. New 14-, 15-, and 16-membered model ring systems (compounds 20a, 22a, and 24 respectively) were synthesized in order to examine the constitution of the 16-membered diaza[3.3]-phane 18a. Nanometer-size tube-shaped molecules 7a, 7b and 8 were obtained by cyclization of tetrafunctionalized molecular ribbons with the biphenyl building block. The constitution and conformation of the molecular ribbons and belts were proven by NOE experiments and X-ray analyses.

  DOI：

  10.1002/(sici)1521-3765(19990104)5:1<345::aid-chem345>3.0.co;2-t

文献信息

• Exploiting Peptidomimetics to Synthesize Compounds That Activate Ryanodine Receptor Calcium Release Channels
  作者：Ken Robinson、Christopher J. Easton、Angela F. Dulhunty、Marco G. Casarotto

  DOI：10.1002/cmdc.201800366

  日期：2018.9.19

  prepared. The compounds were screened for their ability to enhance Ca2+ release from isolated cardiac sarcoplasmic reticulum (SR) vesicles, with 25 displaying enhanced Ca2+ release. Competition studies with the parent peptides indicated that the synthetic compounds act at a competing site. The activity of the most effective of the compounds, BIT 180, was further explored using Ca2+ release from skeletal

  Ryanodine受体（RyR）Ca 2+释放通道对于骨骼肌和心肌的收缩至关重要，并且是影响骨骼或心脏肌肉系统疾病的收缩修饰的主要靶点。我们设计和合成了许多化合物，这些化合物的结构基于修饰RyRs活性的天然肽（A肽）。总共制备了8种不同类别的34种化合物。筛选化合物增强从孤立的心脏肌浆网（SR）囊泡释放Ca 2+的能力，其中25种显示增强的Ca 2+释放。与母体肽的竞争研究表明，合成化合物在竞争位点起作用。使用Ca 2+从骨骼SR小泡中释放以及在完整的骨骼肌纤维中收缩，进一步探索了最有效的化合物BIT 180的活性。这些化合物没有改变完整纤维的张力，表明（如预期的那样）它们不是膜可渗透的，但重要的是，它们对完整细胞没有毒性。原则上证明，如果使用与结构相关的膜可渗透蝎毒（抗毒素A）获得膜可渗透性，则该化合物对膜可渗透性将是有效的，发现这种蝎子毒素可增强收缩力。
• Diorganoruthenium Complexes Incorporating Noninnocent [C₆H₂(CH₂ER₂)₂-3,5]₂^2- (E = N, P) Bis-Pincer Bridging Ligands:  Synthesis, Spectroelectrochemistry, and DFT Studies
  作者：Marcella Gagliardo、Catelijne H. M. Amijs、Martin Lutz、Anthony L. Spek、Remco W. A. Havenith、František Hartl、Gerard P. M. van Klink、Gerard van Koten

  DOI：10.1021/ic701501q

  日期：2007.12.1

  properties of [(tpy)RuII(PCP-PCP)RuII(tpy)]Cl2 are compared with those of the closely related [(tpy)RuII(NCN-NCN)RuII(tpy)](PF6)2 (NCN-NCN = [C6H2(CH2NMe2)2-3,5]22-) obtained by two-electron reduction of [(tpy)RuIII(NCN-NCN)RuIII(tpy)](PF6)4. The molecular structure of the latter complex has been determined by single-crystal X-ray structure determination. One-electron reduction of [(tpy)RuIII(NCN-NCN)RuIII(tpy)](PF6)4

  双核配合物[（tpy）RuII（PCP-PCP）RuII（tpy）] Cl2（桥联PCP-PCP = 3,3'，5,5'-四（二苯基膦甲基）联苯，[C6H2（CH2PPh2）2-3， 5] 22-）是通过双钳子配体[PC（H）P-PC（H）P]和Ru（II）前体[Ru（NCN）（tpy）] Cl（NCN = [C6H3（CH2NMe2）2-2,6]-），然后与2,2'：6'，2'-叔吡啶（tpy）反应。将[（tpy）RuII（PCP-PCP）RuII（tpy）] Cl2的电化学和光谱性质与密切相关的[（tpy）RuII（NCN-NCN）RuII（tpy）]（PF6）2（NCN）进行比较通过[[tpy）RuIII（NCN-NCN）RuIII（tpy）]（PF6）4的两电子还原获得的-NCN ＝ [C6H2（CH2NMe2）2-3,5] 22-）。后一种配合物的分子结构已经通过单晶X射线结构测
• Metal–Organic Frameworks Constructed from Branched Oligomers
  作者：Hyunyong Kim、Seth M. Cohen

  DOI：10.1021/acs.inorgchem.3c03452

  日期：2024.1.29

  Metal–organic frameworks (MOFs) prepared from oligomeric or polymeric organic ligands have been studied and are termed oligoMOFs and polyMOFs, respectively. Herein, several oligoMOFs are described that have been prepared from branched oligomers with dendritic or star-like architectures. Branched oligomeric ligands with four (4(H2bdc)-b) or eight (8(H2bdc)-b) 1,4-benzene dicarboxylic acid (H2bdc) groups

  已经研究了由低聚物或聚合物有机配体制备的金属有机框架 （MOF），分别称为 oligoMOF 和 polyMOFs。在此，描述了几种 oligoMOFs，它们是由具有树突状或星状结构的支链低聚物制备的。制备了具有四个 （4（H2bdc）-b） 或八个 （8（H2bdc）-b） 1,4-苯二羧酸 （H2bdc） 基团的支链寡聚配体，用于合成等网状型 Zn（II） 基 MOF （IRMOF）。与 IRMOF-1 或先前描述的 oligoMOF 相比，支链四聚体 （4（H2bdc）-b） 产生的 oligoIRMOF-1 具有更高的环境稳定性。为了了解配体结构的影响，还从线性四聚体 （4（H2bdc）-l） 制备了 oligoIRMOFs。对于支链八聚体 （8（H2bdc）-b），发现需要添加有机碱基才能产生结晶寡核苷酸 IRMOF。多变量 MOF （MTV-MOFs） 也可以用八聚体 （8（H2bdc）-b）
• Kadei, Klaus; Moors, Rolf; Voegtle, Fritz, Chemische Berichte, 1994, vol. 127, # 5, p. 897 - 904
  作者：Kadei, Klaus、Moors, Rolf、Voegtle, Fritz

  DOI：——

  日期：——
• Cascade polymer series. 27. Two-directional cascade polymer synthesis: effects of core variation
  作者：George R. Newkome、Xiaofeng Lin、Chen Yaxiong、Gregory H. Escamilla

  DOI：10.1021/jo00063a036

  日期：1993.5

  A series of two-directional arborols possessing spirane or biphenyl cores has been prepared in order to evaluate steric parameters in molecular packing necessary for aggregation. The core molecules were prepared by known procedures and structurally confirmed by H-1 and C-13 NMR spectra. The resultant arborols failed to aggregate in an aqueous environment supporting the computationally generated picture depicting the molecular interactions during the initial stages of gelation.