tert-butyl(4-nitrophenoxy)diphenylsilane

• 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-butyl(4-nitrophenoxy)diphenylsilane
• 英文别名: diphenyl(t-butyl)silyl 4-nitrophenolate；1-Diphenyl(tert-butyl)silyloxy-4-nitrobenzene；tert-butyl-(4-nitrophenoxy)-diphenylsilane
• 化学式: C₂₂H₂₃NO₃Si
• 分子量: 377.515
• InChiKey: FKVQUKNSMVFBPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl(4-nitrophenoxy)diphenylsilane 在 potassium fluoride 作用下， 以 甲醇 、 水 为溶剂， 生成 对硝基苯酚
  参考文献：
  名称：

  Short Wavelength Inner Filter Technique (SWIFT) in Designing Reactive Fluorescent Molecular Probes

  摘要：

  Here, we present a conceptually novel and experimentally straightforward technique for selective analyte detection that uses a combination of commercial fluorophores and simple chemicals. The technique utilizes the well-known inner filter effect (IFE); however, the fluorophore's excitation is performed at wavelengths significantly shorter than its absorption maximum. In the presence of the analyte, the "filter" appears or disappears at the excitation wavelength resulting in the fluorescence turning OFF or ON, respectively. Unlike common probes, our technique allows real-time monitoring of a fluorophore's stability as well as its recycling. We further demonstrate the applicability of this technique in continuing analyte detection as well as vapor analysis.

  DOI：

  10.1021/jacs.9b06033
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 、 4-nitrophenol sodium salt 以 乙腈 为溶剂， 生成 tert-butyl(4-nitrophenoxy)diphenylsilane
  参考文献：
  名称：

  Kinetics and thermodynamics of phenolate silylation and alkylation

  摘要：

  DOI：

  10.1021/ja00231a031

文献信息

• Selective detection of chemical warfare agents VX and Sarin by the short wavelength inner filter technique (SWIFT)
  作者：Orit Redy Keisar、Alexander Pevzner、Abhishek Baheti、Arkadi Vigalok、Nissan Ashkenazi

  DOI：10.1039/d0cc06948e

  日期：——

  A novel SWIFT-based strategy for fluorimetric detection of practical amounts (minimal effective dose or lower) of chemical warfare agents is reported. This strategy employs readily available reagents and allows distinguishing between the V and G agents, as well as their discrimination from potential interferents.

  报道了一种新颖的基于SWIFT的策略，用于对化学战剂的实际量（最小有效剂量或更低）进行荧光检测。该策略采用了现成的试剂，可以区分V和G试剂，以及它们与潜在干扰物的区别。
• A Cationic Micelle as In Vivo Catalyst for Tumor‐Localized Cleavage Chemistry
  作者：Chunhong Wang、Hanyu Hong、Mengqi Chen、Zexuan Ding、Yuchen Rui、Jianyuan Qi、Zi‐Chen Li、Zhibo Liu

  DOI：10.1002/anie.202106526

  日期：2021.9

  strategies of accelerating the cleavage reaction in tumors through locally enriching the reactants is promising. Yet, the applications are limited due to the lack of the tumor-selectivity for most of the reactants. Here we explored an alternative approach to leverage the rate constant by locally inducing an in vivo catalyst. We found that the desilylation-induced cleavage chemistry could be catalyzed in vivo

  通过局部富集反应物来加速肿瘤切割反应的新兴策略是有希望的。然而，由于对大多数反应物缺乏肿瘤选择性，应用受到限制。在这里，我们探索了一种通过局部诱导体内催化剂来利用速率常数的替代方法。我们发现脱甲硅烷化诱导的裂解化学可以在体内被阳离子胶束催化，并在生理条件下加速超过 1400 倍。这种胶束催化的控释平台通过在两种癌细胞系中释放 6-羟基-喹啉-2-苯并噻唑衍生物 (HQB) 和在小鼠肿瘤异种移植物中释放 NIR 染料来证明。通过静脉注射pH敏感聚合物胶束，我们成功地将此策略应用于肿瘤中羟基喜树碱（OH-CPT）的前药激活。它的“去老化”效率是没有阳离子胶束介导的催化作用的 42 倍。这种胶束催化的脱甲硅烷基化策略揭示了胶束可能超越载体而是作为局部扰动或活化的催化剂的潜力。
• The effect of solvent accessible surface on Hammett-type dependencies of infinite dilution 29Si and 13C NMR shifts in ring substituted silylated phenols dissolved in chloroform and acetone
  作者：Vratislav Blechta、Stanislav Šabata、Jan Sýkora、Jiří Hetflejš、Ludmila Soukupová、Jan Schraml

  DOI：10.1002/mrc.2860

  日期：2012.2

  Infinite dilution (29)Si and (13)C NMR chemical shifts were determined from concentration dependencies of the shifts in dilute chloroform and acetone solutions of para substituted O-silylated phenols, 4-R-C6 H4 -O-SiR'2 R'' (R = Me, MeO, H, F, Cl, NMe2, NH2, and CF3), where the silyl part included groups of different sizes: dimethylsilyl (R' = Me, R'' = H), trimethylsilyl (R' = R'' = Me), tert-butyldimethylsilyl

  根据对位取代的O-甲硅烷基化苯酚，4-R-C6 H4 -O-SiR'2 R'的稀氯仿和丙酮溶液中的位移的浓度依赖性，可以确定无限稀释的（29）Si和（13）C NMR化学位移。 '（R = Me，MeO，H，F，Cl，NMe2，NH2和CF3），其中甲硅烷基部分包括不同大小的基团：二甲基甲硅烷基（R'= Me，R''= H），三甲基甲硅烷基（R' ＝ R″ ＝ Me），叔丁基二甲基甲硅烷基（R′＝ Me，R″ ＝ CMe3）和叔丁基二苯基甲硅烷基（R′＝ C6H5，R″ ＝ CMe3）。讨论了硅和C-1碳化学位移对Hammett取代基常数的依赖性。结果表明，这些化学位移的取代基敏感性通过与氯仿的结合而降低，
• Phase-Transfer Catalyzed <i>O</i>-Silyl Ether Deprotection Mediated by a Cyclopropenium Cation
  作者：Roya Mir、Travis Dudding

  DOI：10.1021/acs.joc.6b02733

  日期：2017.1.6

  The use of a cyclopropenium cation as a phase transfer catalyst for O-silyl ether deprotection is reported. Mechanistic insight into this deprotection methodology derived by linear free-energy relationships (LFER), quantum theory of atoms in molecules (QTAIM), and density functional theory (DFT) calculations are also provided.