1,1-diphenyl-2,2-bis(trimethylsilylethynyl)ethene | 681164-27-2

• 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: 1,1-diphenyl-2,2-bis(trimethylsilylethynyl)ethene
• 英文别名: 1-trimethylsilanyl-3-trimethylsilanylethynyl-4,4-diphenyl-prop-3-ene-1-yne；{3-(diphenylmethylene)penta-1,4-diyne-1,5-diyl}bis(trimethylsilane)；1,1-bis(trimethylsilylethynyl)-2,2-diphenylethene；1,5-Bis(trimethylsilyl)-3-benzhydrylidene-1,4-pentadiyne；(3-benzhydrylidene-5-trimethylsilylpenta-1,4-diynyl)-trimethylsilane
• CAS: 681164-27-2
• 化学式: C₂₄H₂₈Si₂
• 分子量: 372.657
• InChiKey: XKGSWTGBFCQAPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.25
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1,1-diphenyl-2,2-bis(trimethylsilylethynyl)ethene 在 氢化钾 作用下， 以 氘代四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  交叉共轭烯二炔还原伯格曼型环化成富烯和富瓦烯阴离子：取代基的作用

  摘要：

  各种交叉共轭的烯二炔在用金属钾还原后经历“伯格曼型”环芳构化，生成富烯和富瓦烯衍生物的阴离子。这种新的阴离子环化比使用线性烯二炔的经典 Bergman 环化容易得多，在 -78 摄氏度时产生高反应性双自由基。并非所有交叉共轭的烯二炔在还原时都会产生环化双阴离子。一些产生未环化的、Y 形的、交叉共轭的二价阴离子，而另一些显然产生二聚化或作为单体持续存在的自由基阴离子。一个系统产生环化和未环化的二价阴离子。因此，取代基被证明是决定还原结果的关键因素。环化发生在由取代基控制的特定“机会窗口”内。

  DOI：

  10.1021/ja0566477
• 作为产物：
  描述：

  二苯甲酮 在 copper(l) iodide 、 四(三苯基膦)钯 、 三苯基膦 作用下， 生成 1,1-diphenyl-2,2-bis(trimethylsilylethynyl)ethene
  参考文献：
  名称：

  源自交叉共轭的3-亚甲基-戊-1,4-二炔的三明治和半三明治金属配合物

  摘要：

  交叉共轭乙炔基-亚乙烯基[Ph 2 C C（C CH）{C（H）CRu（PPh 3）2 Cp}] PF 6（[ 4a ] PF 6）和[FcC（H）C（C CH ）{C（H）CRu（PPh 3）2 Cp}] PF 6（[ 4b ] PF 6），以及乙炔基-炔基Ph 2 C C（C CH）{C CRu（PPh 3）2 Cp}（5a） ，以及FcC（H）C（C CH）{C CRu（PPh 3）2 Cp}（5b）化合物（CP =η 5 -环戊二烯基）已经从已知的3-亚甲基-戊-1,4-二炔的Ph反应制备2 Ç Ç（C CH）2（图3a）和[FCCH Ç（C CH）2 [RuCl（PPh 3）2 Cp]的]（3b）。衍生自3b的，含电子量更高的烯烃的化合物在后处理过程中被证明是不稳定的，并试图从3a和3b或双（炔金）FcCH C（C CAuPPh ）的金属转移反应制备双（钌）配合物3）2（7）用RuCl（PPh

  DOI：

  10.1039/c6dt04470k

文献信息

• TETRACATIONIC CYCLOPHANES AND THEIR USE IN THE SEQUESTRATION OF POLYAROMATIC HYDROCARBONS BY WAY OF COMPLEXATION
  申请人：Stoddart J. Fraser

  公开号：US20140179017A1

  公开（公告）日：2014-06-26

  Novel tetracationic cyclophanes incorporating π-electron poor organic compounds into their ring structures, as well as methods of making the cyclophanes, are provided. The cyclophanes are able to form electron donor-acceptor complexes with a variety of polyaromatic hydrocarbons (PAHs) ranging in size, shape, and electron density. Also provided are methods of using the cyclophanes in the sequestration of PAHs in liquid or gaseous samples, the separation of PAHs from liquid or gaseous samples, the detection of PAHs in liquid samples, and the exfoliation of graphene via pseudopolyrotaxane formation.

  提供了将π-电子贫的有机化合物结合到其环结构中的新型四阳离子环戊烷，以及制备这些环戊烷的方法。这些环戊烷能够与各种大小、形状和电子密度的多芳香烃（PAHs）形成电子给体-受体复合物。还提供了使用这些环戊烷在液态或气态样品中固定PAHs、从液态或气态样品中分离PAHs、在液态样品中检测PAHs以及通过伪聚环醇缠结形成来剥离石墨烯的方法。
• Elaboration of Diaryl Ketones into Naphthalenes Fused on Two or Four Sides:  A Naphthoannulation Procedure
  作者：Patrick M. Donovan、Lawrence T. Scott

  DOI：10.1021/ja038254i

  日期：2004.3.1

  Transition metal-catalyzed double ring closures of 1,1-diaryl-2,2-diethynylethylenes yield polycyclic aromatic hydrocarbons and heterocycles that contain a newly formed naphthalene ring system embedded in a larger polycyclic network. The diynes required for this procedure are readily synthesized from diaryl ketones by the Corey-Fuchs olefination and subsequent Sonogashira coupling with trimethylsilylacetylene

  1,1-二芳基-2,2-二乙炔基乙烯的过渡金属催化双环闭合产生多环芳烃和杂环，其中包含嵌入更大多环网络中的新形成的萘环系统。该过程所需的二炔很容易从二芳基酮通过 Corey-Fuchs 烯化和随后的 Sonogashira 与三甲基甲硅烷基乙炔偶联，然后脱甲硅烷基化合成。通过此程序，可以轻松获得新化合物，例如 3,11-二叔丁基 [4] 螺旋烯和 1,8,9- 环萘并噻吨。通过该程序对 9,10-蒽醌进行双环化，在一次操作中闭合四个新的苯环得到晕苯，尽管目前这种情况下的产率很低。
• Radiaannulenes: synthesis, electrochemistry, and solid-state structure
  作者：Mojtaba Gholami、Manuel N. Chaur、Myron Wilde、Michael J. Ferguson、Robert McDonald、Luis Echegoyen、Rik R. Tykwinski

  DOI：10.1039/b904762j

  日期：——

  Two new carbon-rich macrocycles (radiaannulenes) have been synthesized, and they possess an unsaturated carbon framework that is intermediate between that of linearly-conjugated dehydrobenzannulenes and cross-conjugated expanded radialenes.

  已经合成了两个新的富碳大环（radiaannulenes），它们具有不饱和碳骨架，该骨架介于线性共轭脱氢苯并萘和交叉共轭膨胀的径向烯之间。
• ExBox: A Polycyclic Aromatic Hydrocarbon Scavenger
  作者：Jonathan C. Barnes、Michal Juríček、Nathan L. Strutt、Marco Frasconi、Srinivasan Sampath、Marc A. Giesener、Psaras L. McGrier、Carson J. Bruns、Charlotte L. Stern、Amy A. Sarjeant、J. Fraser Stoddart

  DOI：10.1021/ja307360n

  日期：2013.1.9

  A template-directed protocol, which capitalizes on donor acceptor interactions, is employed to synthesize a semi-rigid cyclophane (ExBox(4+)) that adopts a box-like geometry and is comprised of pi-electron-poor 1,4-phenylene-bridged ("extended") bipyridinium units (ExBIPY(2+)). ExBox(4+) functions as a high-affinity scavenger of an array of different polycyclic aromatic hydrocarbons (PAHs), ranging from two to seven fused rings, as a result of its large, accommodating cavity (approximately 3.5 angstrom in width and 11.2 angstrom in length when considering the van der Waals radii) and its ability to form strong non-covalent bonding interactions with pi-electron-rich PAHs in either organic or aqueous media. In all, 11 PAH guests were observed to form inclusion complexes with ExBox(4+), with coronene being the largest included guest. Single-crystal X-ray diffraction data for the 11 inclusion complexes EaBox(4+)subset of PAH as well as UV/vis spectroscopic data for 10 of the complexes provide evidence of the promiscuity of ExBox(4+) for the various PAHs. Nuclear magnetic resonance spectroscopy and isothermal titration calorimetric analyses of 10 of the inclusion complexes are employed to further characterize the host guest interactions in solution and determine the degree with which ExBox(4+) binds each PAR compound. As a proof-of-concept, a batch of crude oil from Saudi Arabia was subjected to extraction with the water-soluble form of the PAH receptor, ExBox center dot 4Cl, resulting in the isolation of different aromatic compounds after ExBox center dot 4Cl was regenerated.
• Assembly of organosilver coordination frameworks with aromatic ligands bearing a terminal enediyne group
  作者：Sam C.K. Hau、Thomas C.W. Mak

  DOI：10.1016/j.poly.2013.02.020

  日期：2013.11

  In a series of five silver(I) complexes synthesized with (2-ethynylbut-1-en-3-yne-1,1-diyl)dibenzene (H(2)L1) and 9-(penta-1,4-diyn-3-ylidene)-9H-fluorene (H2L2), each resulting ethynide ligand is invariably inserted into a Ag-n (n = 3-4) basket, leading to the generation of coordination chains or multinuclear metallocycles, but the well shielded ethenyl group does not take part in silver-olefin binding. In (Ag(2)L1)center dot 9AgCF(3)CO(2)center dot 3H(2)O center dot 3CH(3)CN and (Ag(2)L1)(2)center dot 9AgCF(3)CO(2).11H(2)O, which can be crystallized in different polar protic solvent media, an infinite chain composed of metallocycles is favorably generated with the assistance of silver-aromatic interaction; such chains are further interconnected to form a two- or three-dimensional organosilver network. In (Ag2L2)center dot 5AgCF(3)CO(2)center dot 5DMSO, the fluorenyl group does not participate in silver-aromatic interaction; however, its planar skeleton directs the construction of a more closely packed metal-organic coordination chain. (C) 2013 Elsevier Ltd. All rights reserved.