4-formamidotrimethylsilylethynylbenzene | 81854-48-0

• 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: 4-formamidotrimethylsilylethynylbenzene
• 英文别名: N-[(4-trimethylsilanylethynyl)phenyl]formamide；N-[4-(trimethylsilylethynyl)phenyl]formamide；N-[4-(2-trimethylsilylethynyl)phenyl]formamide
• CAS: 81854-48-0
• 化学式: C₁₂H₁₅NOSi
• 分子量: 217.343
• InChiKey: VAWFVDJHIMFSJH-UHFFFAOYSA-N

物化性质

• 沸点：
  322.7±34.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-formamidotrimethylsilylethynylbenzene 在 tris(dibenzylideneacetone)dipalladium (0) 甲醇 、 copper(l) iodide 、 三光气 、 四丁基氟化铵 、 苄基三乙基氯化铵 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 反应 103.0h， 生成 thioacetic acid S-{4-[2,5-bis-hexyloxy-4-(4-isocyano-phenylethynyl)-phenylethynyl]-phenyl} ester
  参考文献：
  名称：

  An effective, orthogonal deprotection strategy for differentially functionalized, linear and Y-shaped oligo phenylene ethynylenes

  摘要：

  Several methodologies for the selective deprotection acetylenes have been reported previously. However, as is shown here, they are often not reliable or convenient. Here, an approach is reported that is efficient and general. Use of this approach to synthesize several two- and three-armed oligo(phenylene ethynylene) molecules with differentiated end groups is reported. In addition, preliminary characterization of the fluorescent properties of some of these molecules and their ability to form self-assembled monolayers (SAMs) is reported. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.05.006
• 作为产物：
  描述：

  对碘苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 4-formamidotrimethylsilylethynylbenzene
  参考文献：
  名称：

  异氰化物的选择性金催化氰胺和1取代的1H-替硝唑-5-胺的合成

  摘要：

  新发现的金催化的异氰化物与由三甲基甲硅烷基叠氮化物和甲醇（或由NaN 3 / AcOH产生）就地生成的氢氰酸反应，可生成氰胺或1取代的1 H-四唑-5-胺，具体取决于可用HN量3。该反应选择性地进行，并且两种产物的收率通常都很高，因此特别方便地获得了广泛的取代1 H-四唑-5-胺，而这些胺否则很难获得。

  DOI：

  10.1002/chem.201803252

文献信息

• Development of a T-joint for covalent molecular construction based on 2,2′-bipyridine and phenanthroline isocyanide metal complexes
  作者：Yu-Bin Dong、Luqin Yang、Kung-Kai Cheung、Andreas Mayr

  DOI：10.1016/s0022-328x(99)00675-0

  日期：2000.3

  Tetracarbonylmolybdenum and halotricarbonylrhenium complexes of laterally extendable or laterally extended bipyridines such as 5,5′-dibromo-2,2′-bipyridine, 5,5′-bis(trimethylsilylethynyl)-2,2′-bipyridine, or 3,8-dibromophenanthroline have been prepared. These complexes are potential precursors for covalent T-joints by substitution of carbon monoxide in the molybdenum complexes or halide in the rhenium

  横向延伸或横向延伸的联吡啶的四羰基钼和卤代三羰基hen络合物，例如5,5'-二溴-2,2'-联吡啶，5,5'-双（三甲基甲硅烷基乙炔基）-2,2'-联吡啶或3,8-二溴菲咯啉已经准备好了。这些络合物是通过线性末端配体取代钼络合物中的一氧化碳或the络合物中的卤化物来取代共价T接头的潜在前体。通过将Mo（CO）3（5,5'-双（三甲基甲硅烷基乙炔基）-2,2'-联吡啶）单元连接到ReCl（CO）3（ CNC 6 H 10 CN）2。
• Facile Synthesis of Functionalized Bis(arylethynyl)benzene Derivatives via Sila–Sonogashira Reaction
  作者：Zhang-Lin Zhou、Lihua Zhao、Sean Zhang、Kent Vincent、Sity Lam、Dick Henze

  DOI：10.1080/00397911.2010.542538

  日期：2012.6

  Abstract This article describes a facile synthesis of a new series of symmetrical bis(arylethynyl)benzene derivatives via a one-pot coupling reaction between trialkylsilyl protected arylalkynyes and aryldihalides bearing both electron-withdrawing (EW) and electron-donating groups (ED) in the presence of PdCl2(PPh3)2(5%) / CuI/tetrabutylammonium fluoride / triethylamine / tetrahydrofuran (sila–Sonogashira

  摘要 本文描述了通过三烷基甲硅烷基保护的芳炔和同时带有吸电子 (EW) 和给电子基团 (ED) 的芳基二卤化物之间的一锅偶联反应，轻松合成了一系列新的对称双（芳基乙炔基）苯衍生物。在室温下存在 PdCl2(PPh3)2(5%) / CuI/四丁基氟化铵 / 三乙胺 / 四氢呋喃（sila-Sonogashira 反应）。图形概要
• Novel Synthetic Route to Allyl Cyanamides:  Palladium-Catalyzed Coupling of Isocyanides, Allyl Carbonate, and Trimethylsilyl Azide
  作者：Shin Kamijo、Tienan Jin、Yoshinori Yamamoto

  DOI：10.1021/ja016355f

  日期：2001.9.1
• Improved and new syntheses of potential molecular electronics devices
  作者：David W Price、Shawn M Dirk、Francisco Maya、James M Tour

  DOI：10.1016/s0040-4020(03)00246-1

  日期：2003.3

  New syntheses of ethyl and nitro substituted oligo(phenylene ethynylene)s (OPEs) have been developed. To further explore whether the presence of nitro functionality in OPEs leads to switching and memory capabilities, new nitro substituted OPEs have been designed and synthesized. An isatogen-based system, a structure that is isomeric to the nitro OPE, has been synthesized. Additionally, pyridine-based and chromium-based compounds have been synthesized. We surmise that redox reactions of these candidates may impart switching capabilities and electrochemical studies are shown. U-shaped OPEs were synthesized to inhibit leakage of metals deposited during formation of top contacts on self-assembled monolayers (SAMs). The OPEs contain either thiol-based moieties or isonitrile groups to enable formation of SAMs on metal substrates. (C) 2003 Elsevier Science Ltd. All rights reserved.
• BABIN, P.;DUNOGUES, J.;FELIX, G.;LAPOUYADE, P.;CALAS, R., J. CHEM. RES. SYNOP., 1982, N 1, 16-17
  作者：BABIN, P.、DUNOGUES, J.、FELIX, G.、LAPOUYADE, P.、CALAS, R.

  DOI：——

  日期：——