(Z)-[4'-(2-biphenyl-4-ylvinyl)-biphenyl-4-ylmethoxy]-tert-butyldimethylsilane | 737796-39-3

• 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: (Z)-[4'-(2-biphenyl-4-ylvinyl)-biphenyl-4-ylmethoxy]-tert-butyldimethylsilane
• 英文别名: (Z)-4-[4-(tert-butyldimethylsilyloxymethyl)phenyl]-4'-phenylstilbene；tert-butyl-dimethyl-[[4-[4-[(Z)-2-(4-phenylphenyl)ethenyl]phenyl]phenyl]methoxy]silane
• CAS: 737796-39-3
• 化学式: C₃₃H₃₆OSi
• 分子量: 476.734
• InChiKey: HHBMKQCZJIYFCA-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.71
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-[4'-(2-biphenyl-4-ylvinyl)-biphenyl-4-ylmethoxy]-tert-butyldimethylsilane 在 四丁基氟化铵 、 碳酸氢钠 、 一水合肼 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 2.83h， 生成 (Z)-1-[4'-(2-biphenyl-4-yl-vinyl)-biphenyl-4-yl]methyl isocyanate
  参考文献：
  名称：

  A Photoactivated Precipiton for Reagent Sequestration in Solution-Phase Synthesis

  摘要：

  Precipitons are molecular phase tags for chemical separations. They can be switched from a high-solubility to a low-solubility state to facilitate product, reagent, or catalyst isolation. This paper presents the first photoactivated precipiton and demonstrates that this precipiton is an efficient amine scavenging agent in solution-phase syntheses of amides, ureas, and imines. This approach to amine scavenging offers advantages over solid-phase scavenging methods. The amine is captured in a homogeneous medium, so the capture is much faster than seen with isocyanate resins, and only a small excess of the scavenger is required.

  DOI：

  10.1021/ja017577g
• 作为产物：
  描述：

  (4-溴苄基)三苯基溴化磷鎓 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 42.0h， 生成 (Z)-[4'-(2-biphenyl-4-ylvinyl)-biphenyl-4-ylmethoxy]-tert-butyldimethylsilane
  参考文献：
  名称：

  沉淀剂在原子转移自由基聚合中去除铜的应用

  摘要：

  DOI：

  10.1021/ma020155m

文献信息

• Intramolecularly Sensitized Precipitons:  A Model System for Application to Metal Sequestration
  作者：Mark R. Ams、Craig S. Wilcox

  DOI：10.1021/ja0561340

  日期：2006.1.1

  their photochemical properties have been investigated. The rates of photoisomerization of these complexes, [((Z)-1,2-bis(biphenyl)ethene-bpy)Ru(bpy)(2)](PF(6))(2) (2Z) and [((E)-1,2-bis(biphenyl)ethene-bpy)Ru(bpy)(2)](PF(6))(2) (2E), were compared to those of their untethered analogues, (Z)-1,2-bis(biphenyl)ethene-OTBS (1Z) and (E)-1,2-bis(biphenyl)ethene-OTBS (1E), where ruthenium sensitization occurred

  我们研究了光触发或催化活化的沉淀剂，并为此类分子或分子片段提出了“沉淀”的名称。当沉淀异构化为低溶解度形式时，会引起相分离。在本文中，我们描述了第一个分子内活化的沉淀物。异构化过程是由共价连接的金属络合物的分子内三重态能量转移引起的。正如预期的那样，分子内敏化导致比在可接近浓度下分子间敏化更快的异构化。已合成并表征了两种异构的双发色沉淀物质，每种物质都含有 [Ru(bpy)(3)](2+) 和 1,2-双（联苯）乙烯单元，它们通过醚系链共价连接在一起，并对其光化学性质进行了研究。这些配合物的光异构化速率，[((Z)-1,2-双(联苯)乙烯-bpy)Ru(bpy)(2)](PF(6))(2) (2Z) 和 [((( E)-1,2-双(联苯)乙烯-bpy)Ru(bpy)(2)](PF(6))(2) (2E) 与它们的无束缚类似物 (Z)-1 的那些进行比较,2-双(联苯)乙烯-OTBS (1Z)
• Benzil-Tethered Precipitons for Controlling Solubility:  A Round-Trip Energy-Transfer Mechanism in the Isomerization of Extended Stilbene Analogues
  作者：Mark R. Ams、Craig S. Wilcox

  DOI：10.1021/ja068211c

  日期：2007.4.1

  isomerization of these stilbene analogues is little effected by the presence of benzil in solution but that the intramolecular benzil effect is to increase the rate of isomerization and to significantly change the photostationary state. What is most interesting about these observations is that the precipiton is the primary chromophore in this bichromophoric system (precipiton absorbance is many times greater

  我们正在研究称为“沉淀物”的光响应分子，它们会随着异构化而发生溶解度变化。异构化可以通过光或催化试剂诱导。先前的工作表明，金属络合物 Ru(II)(bpy)3 的共价连接极大地加速了光异构化并影响了光稳定状态。在本文中，我们描述了由共价连接的有机敏化剂 (benzil) 激活的沉淀物（1,2-联苯乙烯；类似于芪）。我们发现这些茋类似物的异构化几乎不受溶液中苄基的影响，但分子内苄基效应是增加异构化速率并显着改变光稳定状态。这些观察中最有趣的是沉淀子是这个双发色系统中的主要发色团（沉淀子吸光度在 300-400 nm 范围内比苄基吸光度大很多倍），但相邻的苄基对速率和光静止状态。未连接的苄基对速率的影响很小，与连接的苄基的 4-6 倍变化相比，速率增加了约 24%。我们推测异构化过程是通过“往返”能量转移机制发生的。沉淀发色团的初始激发启动了一个序列，包括（1）沉淀单线态的形成，（2）从沉淀单
• A Photoactivated Precipiton for Reagent Sequestration in Solution-Phase Synthesis
  作者：Todd Bosanac、Craig S. Wilcox

  DOI：10.1021/ja017577g

  日期：2002.4.1

  Precipitons are molecular phase tags for chemical separations. They can be switched from a high-solubility to a low-solubility state to facilitate product, reagent, or catalyst isolation. This paper presents the first photoactivated precipiton and demonstrates that this precipiton is an efficient amine scavenging agent in solution-phase syntheses of amides, ureas, and imines. This approach to amine scavenging offers advantages over solid-phase scavenging methods. The amine is captured in a homogeneous medium, so the capture is much faster than seen with isocyanate resins, and only a small excess of the scavenger is required.
• Precipiton Reagents:  Precipiton Phosphines for Solution-Phase Reductions
  作者：Todd Bosanac、Craig S. Wilcox

  DOI：10.1021/ol049369+

  日期：2004.7.1

  Several Precipiton phosphines were prepared and employed in the Staudinger reaction and in the reduction of secondary ozonides. Both amines and aldehdyes were obtained in good to excellent yields and purities. After use of the phosphine, isomerization and precipitation of the spent phosphorus reagent were induced by exposure to visible light in the presence of erythrosin B, a triplet sensitizer. Products were isolated by simple filtration. The use of the triplet sensitizer has the added advantage of eliminating [2 + 2] cycloaddition reactions between trans-Precipitons.
• Use of Precipitons for Copper Removal in Atom Transfer Radical Polymerization
  作者：Mical E. Honigfort、William J. Brittain、Todd Bosanac、Craig S. Wilcox

  DOI：10.1021/ma020155m

  日期：2002.6.1