bis{4-[(trimethylsilyl)ethynyl]phenyl}methane | 77123-71-8

• 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: bis{4-[(trimethylsilyl)ethynyl]phenyl}methane
• 英文别名: Bis(4-trimethylsilylethynylphenyl)methane；trimethyl-[2-[4-[[4-(2-trimethylsilylethynyl)phenyl]methyl]phenyl]ethynyl]silane
• CAS: 77123-71-8
• 化学式: C₂₃H₂₈Si₂
• 分子量: 360.646
• InChiKey: GEABPRWBLKLQPP-UHFFFAOYSA-N

物化性质

• 沸点：
  407.6±45.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  bis{4-[(trimethylsilyl)ethynyl]phenyl}methane 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.5h， 生成
  参考文献：
  名称：

  Ag ^I ‐Directed Triple‐Stranded Helicates with meta ‐Ethynylpyridine Ligands

  摘要：

  AbstractA series of triple‐stranded complexes, [1a3Ag]BF4, [1b3Ag]BF4, [2a3Ag2](BF4)2, [2b3Ag2](BF4)2, and [33Ag3](BF4)3, have been obtained through the self‐assembly of AgI ions with p‐phenylene ethynylpyridine ligands. X‐ray crystallographic studies unambiguously demonstrated a AgI‐directed monodentate triple‐stranded helical structure in the solid state for 1b and 2b. A combination of NMR spectroscopy, HRMS (ESI), and isothermal titration microcalorimetry studies further confirmed that strands 1, 2, and 3 are also able to form triple‐stranded helical structures in the presence of AgI ions in solution.

  DOI：

  10.1002/ejic.201402345
• 作为产物：
  描述：

  4,4'-二氨基二苯甲烷 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 、 potassium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 bis{4-[(trimethylsilyl)ethynyl]phenyl}methane
  参考文献：
  名称：

  Ag ^I ‐Directed Triple‐Stranded Helicates with meta ‐Ethynylpyridine Ligands

  摘要：

  AbstractA series of triple‐stranded complexes, [1a3Ag]BF4, [1b3Ag]BF4, [2a3Ag2](BF4)2, [2b3Ag2](BF4)2, and [33Ag3](BF4)3, have been obtained through the self‐assembly of AgI ions with p‐phenylene ethynylpyridine ligands. X‐ray crystallographic studies unambiguously demonstrated a AgI‐directed monodentate triple‐stranded helical structure in the solid state for 1b and 2b. A combination of NMR spectroscopy, HRMS (ESI), and isothermal titration microcalorimetry studies further confirmed that strands 1, 2, and 3 are also able to form triple‐stranded helical structures in the presence of AgI ions in solution.

  DOI：

  10.1002/ejic.201402345
• 作为试剂：
  描述：

  1-碘-4-[(4-碘苯基)甲基]苯 、 三甲基乙炔基硅 在 bis{4-[(trimethylsilyl)ethynyl]phenyl}methane 作用下， 以to form an end-protected bis(4-trimethylsilylethynylphenyl)methane [Compound (4)]的产率得到bis{4-[(trimethylsilyl)ethynyl]phenyl}methane
  参考文献：
  名称：

  Diethynylated diphenyl hexafluoropropanes

  摘要：

  本发明公开了二乙炔基化二苯基六氟丙烷化合物，适用于形成共聚物和碳-碳复合材料。这些化合物通过首先提供一种二卤代二苯基六氟丙烷化合物，将二卤代化合物与乙炔基三甲基硅烷在有机金属催化剂存在下偶联，形成硅化乙炔基末端的二苯基取代化合物，然后去除硅基，以形成所需的二乙炔基化二苯基六氟丙烷化合物。

  公开号：

  US04814472A1

文献信息

• Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling of Aryl Halides with Dichloromethane via a Radical Process
  作者：Wenhao Xu、Purui Zheng、Tao XU

  DOI：10.1021/acs.orglett.0c03248

  日期：2020.11.6

  The first catalytic strategy to harness a new chloromethane radical from dichloromethane under dual Ni/photoredox catalytic conditions has been developed. Compared with traditional two-electron reductive process associated with metallic reductants, this method via a single-electron approach can proceed under exceptionally mild conditions (visible light, ambient temperature, no strong base) and exhibits

  已经开发出了在双重Ni /光氧化还原催化条件下利用二氯甲烷中新的氯甲烷自由基的第一种催化策略。与与金属还原剂相关的传统两电子还原方法相比，通过单电子方法的该方法可在异常温和的条件下（可见光，环境温度，无强碱）进行，并表现出互补的反应模式。它提供了范围广泛的许多官能团，包括烯基，该烯基在先前的路线中遭受环丙烷化。通过该转化可以容易地获得二芳基甲烷-d 2化合物。
• Tuning the Electronic Properties of Acetylenic Fluorenes by Phosphaalkene Incorporation
  作者：Yurii V. Svyaschenko、Andreas Orthaber、Sascha Ott

  DOI：10.1002/chem.201503430

  日期：2016.3.14

  Versatile synthetic protocols for 2,7‐ and 3,6‐diacetylenic fluorene‐9‐ylidene phosphanes (F9Ps) were developed. Protodesilylation of trimethylsilyl‐protected acetylenic F9Ps affords terminal acetylenes that can be employed in Sonogashira and Glaser‐type C−C coupling reactions to give thienyl‐decorated and butadiyne‐bridged fluorene‐9‐ylidene phosphanes, respectively. As evidenced by UV/Vis spectroscopy

  开发了用于2,7-和3,6-二乙炔芴-9-亚烷基膦（F9Ps）的通用合成方案。三甲基甲硅烷基保护的炔烃F9P的原甲硅烷基化可提供末端乙炔，可用于Sonogashira和Glaser型C-C偶联反应中，分别得到噻吩修饰的和丁二炔桥接的芴9-亚烷基膦。如UV / Vis光谱学和循环伏安法所证明，并从头算计算得到证实，F9Ps中P中心的存在可显着减少源自LUMO水平稳定的HOMO-LUMO分裂。乙炔取代图案的变化是影响光学和电子特性的另一种工具。而3,6-二取代的F9P在400 nm附近具有很强的吸收，主要是由于π–π *跃迁，2，
• Preparation and characterisation of some dimeric η²-diyne complexes of cobalt
  作者：Catherine E. Housecroft、Brian F. G. Johnson、Muhammad S. Khan、Jack Lewis、Paul R. Raithby、Michael E. Robson、Della A. Wilkinson

  DOI：10.1039/dt9920003171

  日期：——

  The organometallic dimers [Co2(CO)6}2(diyne)](diyne = HC2C6H4C2H 1, HC2C6H4C6H4C2H 2, HC2C6H4CH2C6H4C2H 3, Me3SiC2C6H4C6H4C2SiMe34, Me3SiC2C6H4CH2C6H4C2SiMe35 or Me3SnC2C6H4C6H4C2SnMe36) have been synthesised from the reaction of octacarbonyldicobalt(0), [Co2(CO)8], with the appropriate diyne. The products have been characterised by infrared spectroscopy, electron impact (El) mass spectrometry, microanalysis

  有机金属二聚体[Co 2（CO）6 } 2（二炔）]（二炔= HC 2 C 6 H 4 C 2 H 1，HC 2 C 6 H 4 C 6 H 4 C 2 H 2，HC 2 C 6 H 4 CH 2 C 6 H 4 C 2 H 3，Me 3 SiC 2 C 6 H 4 C 6H 4 C 2 SiMe 3 4，Me 3 SiC 2 C 6 H 4 CH 2 C 6 H 4 C 2 SiMe 3 5或Me 3 SnC 2 C 6 H 4 C 6 H 4 C 2 SnMe 3 6）八羰基二钴（0），[Co 2（CO）8的反应]，加上适当的二炔。产品已通过红外光谱，电子冲击（El）质谱，微量分析和1 H NMR光谱进行了表征。复合物1，3和4已经被表征由单晶X射线晶体学。在所有情况下，二炔的两个“炔”片段均与Co 2（CO）6片段键合，CC载体基本上垂直于Co-Co载体。使用晶体学确定的二聚体1坐
• Synthesis of bis(ethynylphenyl) compounds
  申请人：Hughes Aircraft Company

  公开号：US04374291A1

  公开（公告）日：1983-02-15

  Bis(ethynylphenyl) compounds are prepared by an improved synthesis process which increases yield and is suitable for large scale synthesis operations. Aromatic dianilines are diazotized to form aromatic halides that are subsequently coupled with an end-protecting group having acetylenic moieties. The end-protecting groups are subsequently removed leaving the desired diethynyl derivative in quantitative yields.

  Bis(ethynylphenyl)化合物是通过改进的合成过程制备的，该过程提高了产量并适用于大规模合成操作。芳香族二胺基化合物被重氮化形成芳香族卤代物，随后与具有乙炔基守护基的末端结合。然后去除末端保护基，以定量产率得到所需的双乙炔衍生物。
• Facile synthesis of ethynylated benzoic acid derivatives and aromatic compounds via ethynyltrimethylsilane
  作者：William B. Austin、Norman Bilow、William J. Kelleghan、Kreisler S. Y. Lau

  DOI：10.1021/jo00324a015

  日期：1981.5