4'-nitro-2-phenoxy-1,1'-biphenyl | 1354828-74-2

• 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: 4'-nitro-2-phenoxy-1,1'-biphenyl
• 英文别名: 4'-nitro-2-phenoxy-1,1-biphenyl；4-nitro-2'-phenoxybiphenyl；1-(4-Nitrophenyl)-2-phenoxybenzene；1-(4-nitrophenyl)-2-phenoxybenzene
• CAS: 1354828-74-2
• 化学式: C₁₈H₁₃NO₃
• 分子量: 291.306
• InChiKey: ITOVUTSQTLEXTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基碘苯 、 2-苯氧基苯硼酸 在 palladium 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以93%的产率得到4'-nitro-2-phenoxy-1,1'-biphenyl
  参考文献：
  名称：

  Solar energy assisted synthesis of palladium nanoplates and its application in 2-phenoxy-1,1′-biphenyls and N,N-dimethyl-[1,1′-biphenyl] derivatives synthesis

  摘要：

  Present work aims to develop a greener approach for the palladium nanoplates (PdNPs) synthesis and its catalytic applications. The protocol deals with solar energy assisted ionic palladium reduction in the presence of polyvinylpyrrolidone (PVP) and ethylene glycol (EG) with a good shape selectivity. Polyvinylpyrrolidone plays a duel role of capping agent and mild reductant; whereas, ethylene glycol acts as a reductant and solvent. The optimum sunlight concentration is a key factor to the anticipated nanoplate's synthesis. Results show that the most of nanoparticles are hexagonal and triangular nanoplates in the range of 20-50 nm. This is a first report which shows similar to 70% selectivity to the nanoplates formation using sun light. The study also covers it's catalytic application, wherein; 2-phenoxy-1,1'-biphenyls and N,N-dimethyl-[1,1'-biphenyl] derivatives were synthesized by a simple, ligand free, faster, one pot, ecological and economic protocol in aqueous medium. The catalyst shows better performance than that of conventionally available 10% Pd/C catalyst. The prepared PdNPs showed excellent catalytic performance to the desired products with recyclability. (C) Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.07.012

文献信息

• Nucleophilic Substitutions and Radical Reactions of Phenylazocarboxylates
  作者：Hannelore Jasch、Sarah B. Höfling、Markus R. Heinrich

  DOI：10.1021/jo202406k

  日期：2012.2.3

  Nucleophilic substitutions of the benzene ring proceed with aromatic amines and alcohols under mild conditions. The attack of aliphatic amines may be directed to the aromatic core as well as to the carbonyl unit leading to azocarboxamides. The benzene ring can further be modified through radical reactions, in which the tert-butyloxycarbonylazo group enables the generation of aryl radicals at either elevated

  苯基偶氮羧酸叔丁酯是合成有机化学的多功能构建基块。苯环的亲核取代是在温和条件下用芳族胺和醇进行的。脂族胺的攻击可以直接针对芳族核以及导致偶氮羧酰胺的羰基单元。苯环可通过自由基反应进一步改性，其中叔丁氧基羰基偶氮基团能够在升高的温度或在酸性条件下生成芳基。自由基反应包括氧合，卤化，碳卤化，碳羟基化和芳基-芳基偶联。
• Synthesis of benzannulated heterocycles by twofold Suzuki–Miyaura couplings of cyclic diarylborinic acids
  作者：Elena Dimitrijević、Madeline Cusimano、Mark S. Taylor

  DOI：10.1039/c3ob42065e

  日期：——

  Two-fold Suzuki–Miyaura cross-couplings of cyclic diarylborinic acids are described. This novel annulation method enables the synthesis of benzo-fused heterocycles from dihaloarenes or gem-dibromoolefins.

  描述了循环二芳基硼酸的双重铃木–宫浦交叉偶联。这种新颖的闭环方法使得从二氯芳烃或共二溴烯烃合成苯并融合杂环成为可能。
• Solar energy assisted synthesis of palladium nanoplates and its application in 2-phenoxy-1,1′-biphenyls and N,N-dimethyl-[1,1′-biphenyl] derivatives synthesis
  作者：Aniruddha B. Patil、Bhalchandra M. Bhanage

  DOI：10.1016/j.molcata.2013.07.012

  日期：2013.11

  Present work aims to develop a greener approach for the palladium nanoplates (PdNPs) synthesis and its catalytic applications. The protocol deals with solar energy assisted ionic palladium reduction in the presence of polyvinylpyrrolidone (PVP) and ethylene glycol (EG) with a good shape selectivity. Polyvinylpyrrolidone plays a duel role of capping agent and mild reductant; whereas, ethylene glycol acts as a reductant and solvent. The optimum sunlight concentration is a key factor to the anticipated nanoplate's synthesis. Results show that the most of nanoparticles are hexagonal and triangular nanoplates in the range of 20-50 nm. This is a first report which shows similar to 70% selectivity to the nanoplates formation using sun light. The study also covers it's catalytic application, wherein; 2-phenoxy-1,1'-biphenyls and N,N-dimethyl-[1,1'-biphenyl] derivatives were synthesized by a simple, ligand free, faster, one pot, ecological and economic protocol in aqueous medium. The catalyst shows better performance than that of conventionally available 10% Pd/C catalyst. The prepared PdNPs showed excellent catalytic performance to the desired products with recyclability. (C) Elsevier B.V. All rights reserved.