tert-butyldimethyl((4-vinylbenzyl)oxy)silane | 149636-62-4

• 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: tert-butyldimethyl((4-vinylbenzyl)oxy)silane
• 英文别名: O-(tert-butyl)dimethylsilyl(4-vinylphenyl)methanol；Tert-butyl-[(4-ethenylphenyl)methoxy]-dimethylsilane
• CAS: 149636-62-4
• 化学式: C₁₅H₂₄OSi
• 分子量: 248.44
• InChiKey: UQCNIPRVQDQGIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  297.1±9.0 °C(Predicted)
• 密度：
  0.910±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  tert-butyldimethyl((4-vinylbenzyl)oxy)silane 、 对苯醌 在 三(五氟苯基)硼烷 、 三(邻甲基苯基)磷 作用下， 以 氯仿 为溶剂， 以40 %的产率得到
  参考文献：
  名称：

  α-烯烃的可见光诱导区域选择性功能化：C3-取代二氢苯并呋喃的一锅光合成的发展

  摘要：

  开发了一种通过烯烃和对苯醌的[2 + 2]光环加成催化区域选择性合成C 3 -取代的二氢苯并呋喃（DHBs）的方法。该方法以路易斯酸B(C 6 F 5 ) 3和路易斯碱P( o -tol) 3为催化剂，结合经典的Paternò–Büchi反应，实现了底物易得、反应条件简单的DHBs的快速合成。 .

  DOI：

  10.1021/acs.orglett.3c00335
• 作为产物：
  描述：

  4-乙烯苄基乙酸酯 在 咪唑 、 水 、 potassium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 tert-butyldimethyl((4-vinylbenzyl)oxy)silane
  参考文献：
  名称：

  Nitroxide-mediated controlled radical polymerizations of styrene derivatives

  摘要：

  AbstractSeveral (protected) amine and alcohol functionalized styrene monomers were synthesized via readily accessible synthetic routes. The controlled radical copolymerization of these functionalized styrene monomers with styrene was performed using two alkoxyamines, namely N‐(2‐methylpropyl)‐N‐(1‐diethylphosphono‐2,2‐dimethylpropyl)‐O‐(2‐carboxylprop‐2‐yl) hydroxylamine (MAMA‐SG1) and N‐tert‐butyl‐N‐(2‐methyl‐1‐phenylpropyl)‐O‐(1‐phenylethyl)hydroxylamine. The copolymers obtained showed low polydispersities, controlled molecular weights, and a random topology. The thermal properties of the polymers were determined with differential scanning calorimetry. All polymers were amorphous and showed glass transition temperatures between 40 and 111 °C. Deprotection of the copolymers afforded amine or alcohol pendant polystyrenes which were readily functionalized with isocyanates. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012

  DOI：

  10.1002/pola.25833

文献信息

• Photoredox generation of the trifluoromethyl radical from borate complexes <i>via</i> single electron reduction
  作者：Vladimir O. Smirnov、Anton S. Maslov、Vladimir A. Kokorekin、Alexander A. Korlyukov、Alexander D. Dilman

  DOI：10.1039/c8cc00245b

  日期：——

  A method for the generation of the CF3 radical from CF3-substituted borate complexes bearing a pyridine-N-oxide ligand is described. Cleavage of the C–B bond occurs via single electron reduction by a Cu(I) photocatalyst activated by visible light.

  描述了一种由带有吡啶-N-氧化物配体的CF 3取代的硼酸盐络合物产生CF 3自由基的方法。在C-B键的裂解发生经由由铜（单电子还原我由可见光活化的）光催化剂。
• Functionalization of Styrenes by Copper-Catalyzed Borylation/<i>ortho</i>-Cyanation and Silver-Catalyzed Annulation Processes
  作者：Wanxiang Zhao、John Montgomery

  DOI：10.1002/anie.201507303

  日期：2015.10.19

  N‐cyano‐N‐phenyl‐p‐methylbenzenesulfonamide (NCTS) to a broad range of styrenes by utilizing IMesCuCl as catalyst. This step simultaneously accomplishes hydroboration of the alkene and ortho cyanation of the benzene unit. The products thus obtained are further functionalized by a AgNO3/Selectfluor‐mediated coupling of the BPin and cyano functionalities to annulate a new five‐membered ring. This combined two‐step

  从简单的乙烯基芳烃开始，开发了一种高效的两步法组装茚满酮衍生物。该序列首先涉及通过使用IMesCuCl作为催化剂将双（频哪醇）二硼（B 2 pin 2）和N-氰基-N-苯基-对甲基苯磺酰胺（NCTS）添加到各种苯乙烯中。该步骤同时完成了烯烃的硼氢化和 苯单元的原氰化。由此获得的产物通过AgNO 3进一步功能化。/ selectfluor介导的BPin和氰基官能团的偶联，以使新的五元环环化。这种组合的两步序列为多种乙烯基芳烃底物的位点选择性衍生化提供了一种通用的方法。
• Nitroxide-mediated controlled radical polymerizations of styrene derivatives
  作者：Patrick J. M. Stals、Trang N. T. Phan、Didier Gigmes、Tim F. E. Paffen、E. W. Meijer、Anja R. A. Palmans

  DOI：10.1002/pola.25833

  日期：2012.2.15

  AbstractSeveral (protected) amine and alcohol functionalized styrene monomers were synthesized via readily accessible synthetic routes. The controlled radical copolymerization of these functionalized styrene monomers with styrene was performed using two alkoxyamines, namely N‐(2‐methylpropyl)‐N‐(1‐diethylphosphono‐2,2‐dimethylpropyl)‐O‐(2‐carboxylprop‐2‐yl) hydroxylamine (MAMA‐SG1) and N‐tert‐butyl‐N‐(2‐methyl‐1‐phenylpropyl)‐O‐(1‐phenylethyl)hydroxylamine. The copolymers obtained showed low polydispersities, controlled molecular weights, and a random topology. The thermal properties of the polymers were determined with differential scanning calorimetry. All polymers were amorphous and showed glass transition temperatures between 40 and 111 °C. Deprotection of the copolymers afforded amine or alcohol pendant polystyrenes which were readily functionalized with isocyanates. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
• Visible-Light-Induced Regioselective Functionalization of α-Olefin: Development of One-Pot Photo-Synthesis of C₃-Substituted Dihydrobenzofurans
  作者：Saki Maejima、Eiji Yamaguchi、Akichika Itoh

  DOI：10.1021/acs.orglett.3c00335

  日期：2023.3.24

  A method for the catalytic regioselective synthesis of C3-substituted dihydrobenzofurans (DHBs) via [2 + 2] photocycloaddition of alkene and p-benzoquinone is developed. This method realizes the rapid synthesis of DHBs with readily available substrates and simple reaction conditions by using Lewis acid B(C6F5)3 and Lewis base P(o-tol)3 as a catalyst in combination with the classical Paternò–Büchi reaction

  开发了一种通过烯烃和对苯醌的[2 + 2]光环加成催化区域选择性合成C 3 -取代的二氢苯并呋喃（DHBs）的方法。该方法以路易斯酸B(C 6 F 5 ) 3和路易斯碱P( o -tol) 3为催化剂，结合经典的Paternò–Büchi反应，实现了底物易得、反应条件简单的DHBs的快速合成。 .