3-(4-硝基苯基)苯甲醛 | 66216-85-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-硝基苯基)苯甲醛
• 英文名称: 4'-nitrobiphenyl-3-carbaldehyde
• 英文别名: 3-formyl-4'-nitrobiphenyl；3-(4-Nitrophenyl)benzaldehyde
• CAS: 66216-85-1
• 化学式: C₁₃H₉NO₃
• 分子量: 227.219
• InChiKey: ISCXTQCSUUHIGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-硝基苯基)苯甲醛 在 tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate 、 3C₉₃H₇₂N₈O₄P₄^(4-)*6Co⁽²⁺⁾ 、 醌氢醌 、 维生素 C 作用下， 以 水 、 乙腈 为溶剂， 反应 12.0h， 以99%的产率得到3-(4-Aminophenyl)benzaldehyde
  参考文献：
  名称：

  A new cobalt triangular prism supramolecular flask: Encapsulation of a quinhydrone cofactor for hydrogenation of nitroarenes with high selectivity and efficiency

  摘要：

  A new M6L3 metal-organic triangular prism host Co-L-1 was synthesized that contains a sufficiently large cavity for encapsulation of a quinhydrone (QHQ) electron transporter to form charge-transfer complexes for accelerating electron delivery. Through the strong coordinating ability of the ONP chelator, a suitable redox potential was obtained for the combination of light-driven proton reduction with the selective hydrogenation of nitro groups. The experimental results showed that the regulation of redox potential is very beneficial for hydrogen production and that the introduction of QHQ accelerates electron transfer and increases the reaction rate. Control experiments based on an inhibitor and a mononuclear compound resembling the cobalt corner of the triangular prism suggest enzyme-like behaviour. This synthetic platform, in which the supramolecular systems exhibit high activity and stability, provides an alternative strategy to selectively hydrogenate nitroarenes using light as a clean energy source.

  DOI：

  10.1016/j.inoche.2019.107558
• 作为产物：
  描述：

  4,5,7,8-tetrahydro-2-(3'-formylphenyl)-6H-[1,3,6,2]dioxazaborocane 、 4-nitrobenzenediazonium tetrafluoroborate 在 1% Pd/C 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以96%的产率得到3-(4-硝基苯基)苯甲醛
  参考文献：
  名称：

  Base free aryl coupling of diazonium compounds and boronic esters: self-activation allowing an overall highly practical process

  摘要：

  长期以来，硼酸酯一直被认为是与芳烃重氮盐发生交叉偶联反应的不良伙伴。本文报告了自活化硼酸酯在温和友好的条件下与重氮盐进行无碱交叉偶联反应中的前所未有的应用。

  DOI：

  10.1039/b926547n

文献信息

• [Pd(Cl)2{P(NC5H10)(C6H11)2}2]-A Highly Effective and Extremely Versatile Palladium-Based Negishi Catalyst that Efficiently and Reliably Operates at Low Catalyst Loadings
  作者：Jeanne L. Bolliger、Christian M. Frech

  DOI：10.1002/chem.201001201

  日期：——

  electronically activated, non‐activated, deactivated, sterically hindered, heterocyclic, and functionalized aryl bromides with various (also heterocyclic) arylzinc reagents, typically within a few minutes at 100 °C in the presence of just 0.01 mol % of catalyst. Aryl bromides containing nitro, nitrile, ether, ester, hydroxy, carbonyl, and carboxyl groups, as well as acetals, lactones, amides, anilines,

  [Pd（Cl）2 P（NC 5 H 10）（C 6 H 11）2 } 2 ]（1）已通过使市售的[Pd（cod）（Cl）2 ]反应定量制备。室温下在几分钟内在N 2中与易于制备的1-（二环己基膦酰基）哌啶在甲苯中的环辛二烯）。综合大楼1已被证明是极佳的Negishi催化剂，能够将各种电子活化，非活化，失活，空间受阻，杂环和官能化的芳基溴化物与各种（也是杂环的）芳基锌试剂定量偶联，通常在几分钟内即可完成。 100°C，仅存在0.01 mol％的催化剂。含有硝基，腈，醚，酯，羟基，羰基和羧基的芳基溴化物，以及缩醛，内酯，酰胺，苯胺，烯烃，羧酸，乙酸，吡啶和嘧啶已被成功用作偶联伙伴。此外，在两个反应伙伴中都可以容忍电子和空间变化。实验观察强烈表明分子机制是有效的。
• Suzuki coupling with ligandless palladium and potassium fluoride
  作者：George W. Kabalka、Vasudevan Namboodiri、Lei Wang

  DOI：10.1039/b101470f

  日期：——

  A ligandless palladium catalyzed Suzuki coupling reaction is described.

  一种无配体的钯催化的Suzuki偶联反应被描述。
• [EN] HYDROXYPHENYLSULFONAMIDES AS ANTIAPOPTOTIC BCL INHIBITORS<br/>[FR] HYDROXYPHÉNYLSULFONAMIDES COMME INHIBITEURS DE BCL ANTIAPOPTOTIQUES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2009152082A1

  公开（公告）日：2009-12-17

  The present invention provides compound of Formula (I): or a stereoisomer, tautomer, salt or solvate thereof, wherein the variables are defined herein. The compounds of formula (I) are inhibitors of Bcl-2 family antiapoptotic proteins, compositions containing the compounds and methods of treating diseases using the compounds.

  本发明提供了化合物的结构式(I)：或其立体异构体、互变异构体、盐或溶剂合物，其中变量在此处定义。式(I)化合物是Bcl-2家族抗凋亡蛋白的抑制剂，含有该化合物的组合物以及使用该化合物治疗疾病的方法。
• HYDROXYPHENYL SULFONAMIDES AS ANTIAPOPTOTIC BCL INHIBITORS
  申请人：Kim kyoung S

  公开号：US20110294793A1

  公开（公告）日：2011-12-01

  The present invention provides compound of Formula (I): or a stereoisomer, tautomer, salt or solvate thereof, wherein the variables are defined herein. The compounds of formula (I) are inhibitors of Bcl-2 family antiapoptotic proteins, compositions containing the compounds and methods of treating diseases using the compounds.

  本发明提供了式（I）的化合物：或其立体异构体，互变异构体，盐或溶剂化物，其中变量在此定义。式（I）的化合物是Bcl-2家族抗凋亡蛋白的抑制剂，包含该化合物的组合物以及使用该化合物治疗疾病的方法。
• Hydroxyphenyl sulfonamides as antiapoptotic bcl inhibitors
  申请人：Kim Kyoung S.

  公开号：US08501992B2

  公开（公告）日：2013-08-06

  The present invention provides compound of Formula (I): or a stereoisomer, tautomer, salt or solvate thereof, wherein the variables are defined herein. The compounds of formula (I) are inhibitors of Bcl-2 family antiapoptotic proteins, compositions containing the compounds and methods of treating diseases using the compounds.

  本发明提供了公式（I）的化合物：或其立体异构体，互变异构体，盐或溶剂化物，其中变量在此定义。公式（I）的化合物是Bcl-2家族抗凋亡蛋白的抑制剂，含有该化合物的组合物和使用该化合物治疗疾病的方法。