(E)-3-([1,1'-biphenyl]-4-yl)-1-(4-bromophenyl)prop-2-en-1-one | 36635-72-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (E)-3-([1,1'-biphenyl]-4-yl)-1-(4-bromophenyl)prop-2-en-1-one
• 英文别名: (2E)-3-(biphenyl-4-yl)-1-(4-bromophenyl) prop-2-en-1-one；4-Phenyl-4'-bromchalcon；(2E)-3-(Biphenyl-4-yl)-1-(4-bromophenyl)prop-2-en-1-one；(E)-1-(4-bromophenyl)-3-(4-phenylphenyl)prop-2-en-1-one
• CAS: 36635-72-0
• 化学式: C₂₁H₁₅BrO
• 分子量: 363.253
• InChiKey: PALUTLIDUFUHLN-OVCLIPMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-溴苯乙酮 、 对苯基苯甲醛 在 potassium hydroxide 作用下， 反应 3.0h， 生成 (E)-3-([1,1'-biphenyl]-4-yl)-1-(4-bromophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Molecular structure interpretation, spectroscopic (FT-IR, FT-Raman), electronic solvation (UV–Vis, HOMO-LUMO and NLO) properties and biological evaluation of (2E)-3-(biphenyl-4-yl)-1-(4-bromophenyl)prop-2-en-1-one: Experimental and computational modeling approach

  摘要：

  In this present work, a molecule (2E)-3-(biphenyl-4-yl)-1-(4-bromophenyl) prop-2-en-1-one (3BPO) was synthesized and the structure has been characterized by using spectroscopic techniques. The most stable conformational structure of title compound has been calculated using HF-6-31G(d,p) basis set. DFT method were used through B3LYP/6-311+ +G(d,p) basis set to optimize the structure of the title compound. The geometrical parameters, vibrational wavenumbers and electronic properties have also been performed. The electronic properties for HOMO-LUMO, UV-Vis and MEP maps were contemplated by IEFPCM model with various solvation impacts which depends on TD-DFT ((M062X for UV and B3LYP for HOMO-LUMO, MEP)/6-311+ +G(d,p)) strategies. The NLO activity of title compound has been examined by solvation DFT/B3LYP technique with 6-311+ +G(d,p) premise set. Mean while, lone pair of donor-acceptor interactions and H bond donor/acceptor surface has been obtained by which a charge transfer mechanism can be explained. Molecular docking has been explored to comprehend the coupling transportation of the examined ligand with human folate receptor alpha in complex with folic corrosive protein (4LRH). (C) 2019 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2019.117609

文献信息

• Multicomponent Cascade Synthesis of Biaryl-Based Chalcones in Pure Water and in an Aqueous Micellar Environment
  作者：Nicola Armenise、Danilo Malferrari、Sara Ricciardulli、Paola Galletti、Emilio Tagliavini

  DOI：10.1002/ejoc.201600095

  日期：2016.7

  the resulting intermediates underwent an in-situ aldol condensation reaction to give biaryl(hetero)chalcones in good to excellent yields. When the protocol was applied to highly lipophilic or less reactive reagents, micellar catalysis was required for good results. To achieve this, we successfully used a new surfactant obtained from renewable resources that we recently designed. Furthermore, using

  具有挑战性的联芳基查尔酮的多组分级联合成在纯水和水性胶束系统中进行。该方案的第一步是在水性介质中进行简单的 Pd 催化、无配体和有氧 Suzuki-Miyaura 反应。事实证明，这对于芳基和杂芳基溴化物与不同芳基硼酸的偶联非常有效。随后，所得中间体进行原位羟醛缩合反应，以良好至极好的收率得到联芳基（杂）查耳酮。当该协议应用于高度亲脂性或反应性较低的试剂时，需要胶束催化才能获得良好的结果。为了实现这一目标，我们成功地使用了一种从我们最近设计的可再生资源中获得的新型表面活性剂。此外，使用这种添加剂，
• AROMATIC HETEROCYCLIC DERIVATIVE, MATERIAL FOR ORGANIC ELECTROLUMINESCENCE ELEMENT, AND ORGANIC ELECTROLUMINESCENCE ELEMENT
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：US20140073784A1

  公开（公告）日：2014-03-13

  An organic EL device includes an anode, an emitting layer, an electron transporting zone and a cathode in this sequence, in which the electron transporting zone contains an aromatic heterocyclic derivative represented by a formula (1) below. In the formula (1), X 1 to X 3 are a nitrogen atom or CR 1 , and A is represented by a formula (2) below. In the formula (2), L 1 is s single bond or a linking group, and HAr is represented by a formula (3) below. In the formula (3), Y 1 is an oxygen atom, a sulfur atom or the like, and one of X 11 to X 18 is a carbon atom bonded to L 1 by a single bond and the rest of X 11 to X 18 are a nitrogen atom or CR 13 .
• AROMATIC HETEROCYCLIC DERIVATIVE, MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENT, AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：IDEMITSU KOSAN CO., LTD.

  公开号：US20160111655A1

  公开（公告）日：2016-04-21

  An organic EL device includes an anode, an emitting layer, an electron transporting zone and a cathode in this sequence, in which the electron transporting zone contains an aromatic heterocyclic derivative represented by a formula (1) below. In the formula (1), X 1 to X 3 are a nitrogen atom or CR 1 , and A is represented by a formula (2) below. In the formula (2), L 1 is s single bond or a linking group, and HAr is represented by a formula (3) below. In the formula (3), Y 1 is an oxygen atom, a sulfur atom or the like, and one of X 11 to X 18 is a carbon atom bonded to L 1 by a single bond and the rest of X 11 to X 18 are a nitrogen atom or CR 13 .
• US9209406B2
  申请人：——

  公开号：US9209406B2

  公开（公告）日：2015-12-08
• US9893296B2
  申请人：——

  公开号：US9893296B2

  公开（公告）日：2018-02-13