(E)-1,2-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethene | 1382249-93-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1,2-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethene
• 英文别名: (E)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan)-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene；(E)-4,4'-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)stilbene；4,4,5,5-tetramethyl-2-[4-[(E)-2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethenyl]phenyl]-1,3,2-dioxaborolane
• CAS: 1382249-93-5
• 化学式: C₂₆H₃₄B₂O₄
• 分子量: 432.176
• InChiKey: LMKJCUWYFGNWHW-MDZDMXLPSA-N

物化性质

• 沸点：
  543.3±39.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1,2-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethene 在 四(三苯基膦)钯 、 palladium on activated charcoal 、 氢气 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 16.17h， 生成 1,2-bis(4-(1H-indol-5-yl)phenyl)ethane
  参考文献：
  名称：

  Olefin cross-metathesis/Suzuki–Miyaura reactions on vinylphenylboronic acid pinacol esters

  摘要：

  A series of alkenyl phenylboronic acid pinacol esters has been synthesized via an olefin cross-metathesis reaction of vinylphenylboronic acid pinacol ester derivatives. After catalytic hydrogenation, the resulting boronates were coupled via a microwave-mediated Suzuki-Miyaura reaction to afford a library of biarylethyl aryl and biarylethyl cycloalkyl derivatives. A complementary reaction sequence involved an initial Suzuki-Miyaura coupling. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.081
• 作为产物：
  描述：

  对溴苯甲醛 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 (E)-1,2-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethene
  参考文献：
  名称：

  氰基对芳基取代的 1,3-二烯基固态发光共聚物颜色可调性的影响

  摘要：

  如今，颜色可调的固态发射聚合物由于在光电领域的巨大应用而成为有前途的材料。由于分子聚集，固态下的发射性能大大降低，限制了它们在实际技术应用中的使用。为了克服这一挑战，合理的分子设计是开发固态发射聚合物的关键。本文中，三种固态发射共聚物，即P1、P2和P3，具有(1Z , 3Z ) -1,4-二苯基-1,3-丁二烯单元作为供体核和氰基取代的二苯乙烯作为受体。共聚物主链已经设计和开发。研究发现，所有三种共聚物都可溶于常见的有机溶剂，并且在固态下具有高发射率，具有绿色（λ em = 534 nm）、黄色（λ em = 578 nm）和红色（λ em = 630 nm）分别为荧光颜色。研究了氰基 (-CN) 对这三种聚合物光物理性质的影响，并通过对应于 2.50 带隙的共聚物链主链上存在的吸电子氰基数量来调节发射颜色P1、P2和P3分别为eV、2.36eV​​和2.22eV ，这些带隙值与理论计算

  DOI：

  10.1039/d3tc02999a

文献信息

• Well-Defined Rhodium–Gallium Catalytic Sites in a Metal–Organic Framework: Promoter-Controlled Selectivity in Alkyne Semihydrogenation to <i>E</i>-Alkenes
  作者：Sai Puneet Desai、Jingyun Ye、Jian Zheng、Magali S. Ferrandon、Thomas E. Webber、Ana E. Platero-Prats、Jiaxin Duan、Paula Garcia-Holley、Donald M. Camaioni、Karena W. Chapman、Massimiliano Delferro、Omar K. Farha、John L. Fulton、Laura Gagliardi、Johannes A. Lercher、R. Lee Penn、Andreas Stein、Connie C. Lu

  DOI：10.1021/jacs.8b08550

  日期：2018.11.14

  heterogeneous catalysts. The wider roles of promoters in accelerating catalysis and/or controlling selectivity are, however, not well understood. A model system has been developed where a heterobimetallic active site comprising an active metal (Rh) and a promoter ion (Ga) is preassembled and delivered onto a metal-organic framework (MOF) support, NU-1000. The Rh-Ga sites in NU-1000 selectively catalyze

  促进剂在工业多相催化剂中无处不在。然而，促进剂在加速催化和/或控制选择性方面的更广泛作用尚不清楚。已经开发了一个模型系统，其中包含活性金属 (Rh) 和促进剂离子 (Ga) 的异双金属活性位点被预组装并传递到金属有机框架 (MOF) 载体 NU-1000 上。NU-1000 中的 Rh-Ga 位点选择性催化无环炔烃氢化为 E-烯烃。整体立体选择性与众所周知的 Lindlar 催化剂互补，后者产生 Z-烯烃。当 Ga 不存在且活性位点中仅存在 Rh 时，缺乏半氢化选择性证明了 Ga 在促进这种不寻常的选择性中的作用。
• Rare-Earth Supported Nickel Catalysts for Alkyne Semihydrogenation: Chemo- and Regioselectivity Impacted by the Lewis Acidity and Size of the Support
  作者：Bianca L. Ramirez、Connie C. Lu

  DOI：10.1021/jacs.0c00905

  日期：2020.3.18

  iInitial rate studies were performed on the two tandem catalytic reactions separately: DPA hydrogenation and (Z)-stilbene isomerization. The catalytic activity in DPA hydrogenation follows the order: Ni-Ga > Ni-La > Ni-Y > Ni-Lu > Ni-Sc. By comparison, tThe ranking of catalysts by (Z)-stilbene isomerization initial rates is: Ni-Ga >> Ni-Sc > Ni-Lu > Ni-Y > Ni-La. In operando 31P and 1H NMR studies revealed

  研究了将零价镍 (0) 与三价稀土离子或 Ga(III)、NiML3（其中 L 是 [iPr2PCH2NPh]-，M 是 Sc、Y、La、Lu 或 Ga）配对的双金属催化剂用于在中等温度和 H2 压力下将二苯乙炔 (DPA) 选择性氢化为 (E)-二苯乙烯。每个双金属配合物都有一个反比 Ni(0)→M(III) 键，其中相对较短的 Ni-M 键长度相对较短，范围从 2.3395(12) Å（对于 Ni-Ga）到 2.5732(4) Å （对于镍拉）。NiML3 复合物的阳极峰值电位范围从 -0.48 V（对于 Ni-Ga）到 -1.23 V（对于 Ni-Y），其中电位与 M(III) 离子的路易斯酸度呈负相关。三种催化剂 Ni-Y、Ni-Lu 和 Ni-Ga 在 DPA 的半氢化中显示出几乎定量的转化，NiYL3 对 (E)-芪的选择性最高。为了剖析整体催化作用，分别对两个串联催化反应进行了初始速率研究：DPA
• Realizing n-Type Field-Effect Performance via Introducing Trifluoromethyl Groups into the Donor–Acceptor Copolymer Backbone
  作者：Congyuan Wei、Weifeng Zhang、Jianyao Huang、Hao Li、Yankai Zhou、Gui Yu

  DOI：10.1021/acs.macromol.9b00022

  日期：2019.4.9

  a new strategy to obtain n-type organic semiconductors is crucial for the advance of organic electronics. We herein report the synthesis and investigation of a series of donor–acceptor-type diazaisoindigo-based copolymers, named PAIID-TFBVB-C1, PAIID-TFBVB-C3, and PAIID-BVB-C3. After introduction of the trifluoromethyl groups with strong electron-withdrawing ability into the molecular backbone of

  开发新的策略以获得n型有机半导体对于有机电子学的发展至关重要。我们在此报告了一系列名为PAIID-TFBVB-C1，PAIID-TFBVB-C3和PAIID-BVB-C3的供体-受体型二氮杂靛蓝共聚物的合成和研究。将具有强吸电子能力的三氟甲基基团引入含有PAIID-BVB-C3的二苯乙烯单元的分子骨架中后，所得聚合物PAIID-TFBVB-C3由于能带增大而显示出明显的蓝移UV-vis吸收曲线理论模拟揭示了差距。同时，两种原子的最低未占据分子轨道（LUMO）的能级具有三氟甲基的PAIID-TFBVB-C1和PAIID-TFBVB-C3比不具有三氟甲基的PAIID-BVB-C3要低，从而减小了LUMO能级与源漏电极的功函数之间的能差，进一步促进了电子注入。因此，基于PAIID-TFBVB-C1和PAIID-TFBVB-C3的设备均显示出典型的n型场效应性能，电子迁移率分别为0.11和0.04
• [EN] ANTI-VIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：ABBOTT LAB

  公开号：WO2012083170A1

  公开（公告）日：2012-06-21

  Compounds effective in inhibiting replication of Hepatitis C virus ("HCV") are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.

  描述了一种有效抑制丙型肝炎病毒（“HCV”）复制的化合物。本发明还涉及制备此类化合物的方法、含有此类化合物的组合物，以及使用此类化合物治疗HCV感染的方法。
• Synthesis of Pinacolylboronate-Substituted Stilbenes and their application to the synthesis of boron capped polyenes
  作者：Bhaskar C. Das、Sakkarapalayam M. Mahalingam、Sasmita Das、Narayan S. Hosmane、Todd Evans

  DOI：10.1016/j.jorganchem.2015.08.007

  日期：2015.12

  A series of novel 4,4,5,5-tetramethyl-2-(4-substitutedstyrylphenyl)-1,3,2 dioxaborolane derivatives has been synthesized. 4-(4,4,5,5-tetramethyl-1,3,2-dioxaboratophenyl)-methyl triphenylphosphonium bromide (4) was treated with 3 equiv of tBuONa, various aldehydes in the presence of DMF, and stirred at room temperature 4-6 h to yield the corresponding boron containing stilbene derivatives 1 a-n in 71 -94% yields. A one-pot protocol transformation has also been developed and used this methodology to synthesize boron containing resveratrol analogues. Simple and clean reactions, high yield of the products are the salient features of this methodology. We used this reaction to synthesize the boron capped polyenes. These boron containing polyene systems are potential intermediate to synthesize conjugated polyene as new material for LCD (Liquid Crystal Display) technology. The biological testing of these compounds is currently underway to identify potential therapeutic for Neurodegenerative diseases. (C) 2015 Elsevier B.V. All rights reserved.