1,3,5-三甲基-2,4,6-三苯基苯 | 6231-26-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3,5-三甲基-2,4,6-三苯基苯
• 英文名称: 1,3,5-trimethyl-2,4,6-triphenylbenzene
• 英文别名: 2',4',6'-trimethyl-5'-phenyl-1,1':3',1''-terphenyl；1,1':3',1''-Terphenyl, 2',4',6'-trimethyl-5'-phenyl-
• CAS: 6231-26-1
• 化学式: C₂₇H₂₄
• 分子量: 348.488
• InChiKey: GKQRQNOTEXIQHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  1,3,5-三甲基-2,4,6-三苯基苯 在 N-溴代丁二酰亚胺(NBS) 、 氨 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Minimalist Synthetic Host with Stacked Guanidinium Ions Mimics the Weakened Hydration Shells of Protein–protein Interaction Interfaces

  摘要：

  Protein surfaces are complex solutes, and protein-protein interactions are specifically mediated by surface motifs that modulate solvation shells in poorly understood ways. We report herein a supramolecular host that is designed to mimic one of the most important recognition motifs that drives protein-protein interactions, the stacked arginine side chain. We show that it binds its guests and displays good selectivity in the highly competitive medium of pure, buffered water. We use a combination of experimental studies of binding and molecular dynamics simulations to build a cohesive picture of how this biomimetic host achieves the feat. The presence of the stacking element next to the guanidinium groups causes a decrease in the number of host-water hydrogen bonds, a decrease in the density of water around the host, and a decrease in water-water hydrogen bonds near the host. Experimental data using mixed organic/aqueous solvent systems confirm that this host relies on the hydrophobic effect in a way that the two control hosts do not. Our simulations and analysis provide detailed information on the linkage between (de)hydration and binding events in water in a way that could be applied to many aqueous supramolecular systems.

  DOI：

  10.1021/jo401949s
• 作为产物：
  描述：

  苯丙酮 在 sulfated tungstate 作用下， 以 neat (no solvent) 为溶剂， 反应 17.0h， 以64%的产率得到1,3,5-三甲基-2,4,6-三苯基苯
  参考文献：
  名称：

  无溶剂条件下硫酸钨酸盐催化合成C 3对称的1,3,5-三芳基苯

  摘要：

  已开发出硫酸钨酸盐催化的环境友好，简单，一锅又无溶剂的方法，用于通过三个分子的芳基酮的循环自缩合反应来合成1,3,5-三芳基苯。产率高，反应时间短，后处理容易和催化剂的循环利用具有优势。

  DOI：

  10.1016/j.tetlet.2017.06.055

文献信息

• Easily available nickel complexes as catalysts for the intermolecular hydroamination of alkenes and alkynes
  作者：Adán Reyes-Sánchez、Ilnett García-Ventura、Juventino J. García

  DOI：10.1039/c3dt52648h

  日期：——

  A series of nickel complexes of the type [(P–P)NiX2] ((P–P) = bisphospines or bisphosphites, X = chloride, triflate) were used as catalysts for the hydroamination of both activated and unactivated alkenes and alkynes with pyrrolidine. In general, the use of activated unsaturations, such as acrylonitrile, required mild reaction conditions (e.g. 100 °C and 4 h) in comparison with other non-activated

  一系列[（P-P）NiX 2 ]类型的镍配合物（（P-P）=双膦或双亚磷酸酯，X =氯化物，三氟甲磺酸酯）被用作催化剂，用于活化和未活化的烯烃和炔烃吡咯烷。通常，与其他未活化的烯烃相比，使用活化的不饱和基团（例如丙烯腈）需要温和的反应条件（例如100°C和4 h）。特别是对于一系列炔烃，使用镍（II中心减少或什至抑制了其他不希望的均偶联和/或转移氢化副产物的形成，例如在零价镍存在下获得的副产物。当使用较少活化的底物时，尽管需要更苛刻的反应条件，但可获得更好的选择性。从一般的角度来看，本报告的结果强烈支持潜在的使用镍作为通过筛选几种π受体配体进一步应用在有机不饱和键的加氢胺化反应中的良好选择。
• Palladium-Catalyzed Regioselective Cyclotrimerization of Acetylenes in Supercritical Carbon Dioxide
  作者：Jin-Sheng Cheng、Huan-Feng Jiang

  DOI：10.1002/ejoc.200300299

  日期：2004.2

  The cyclotrimerization process of different substituted alkynes occurred smoothly in supercritical carbon dioxide for the first time. The reactions are catalyzed by palladium chloride. High yields and regioselectivities were observed when 2 equiv. of CuCl2 and 5 mL of MeOH were added. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

  不同取代炔烃的环三聚反应首次在超临界二氧化碳中顺利进行。该反应由氯化钯催化。当 2 当量时观察到高产率和区域选择性。加入 1 毫升 CuCl 2 和 5 毫升 MeOH。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
• A simple cobalt catalyst system for the efficient and regioselective cyclotrimerisation of alkynes
  作者：Gerhard Hilt、Thomas Vogler、Wilfried Hess、Fabrizio Galbiati

  DOI：10.1039/b417832g

  日期：——

  The intermolecular cyclotrimerisation of terminal and internal alkynes can be catalysed by simple cobalt complexes such as a CoBr2(diimine) under mild reaction conditions when treated with zinc and zinc iodide with high regioselectivity in excellent yields.

  末端炔和内部炔的分子间环三聚反应可通过简单的钴络合物（例如CoBr2（二亚胺））在温和的反应条件下进行催化，当用锌和碘化锌以高区域选择性处理时，产率极高。
• Can the Ti(OiPr)₄/<i>n</i>BuLi combination of reagents function as a catalyst for [2+2+2] alkyne cyclotrimerisation reactions?
  作者：Gabriela Siemiaszko、Yvan Six

  DOI：10.1039/c8nj04931a

  日期：——

  Catalysis of the cyclotrimerisation of alkynes with the Ti(OiPr)4/nBuLi system was studied, leading to the development of a particularly convenient and reliable protocol. This method allows the [2+2+2] cycloaddition reaction to proceed within a few minutes under microwave conditions, with generally good selectivity from a variety of aromatic and aliphatic alkynes.

  研究了用Ti（OiPr）4 / n BuLi体系催化炔烃的环三聚反应，从而开发了一种特别方便和可靠的方案。该方法允许[2 + 2 + 2]环加成反应在微波条件下在几分钟之内进行，对各种芳族和脂族炔烃的选择性通常都很好。
• Bis(acetylacetonato)Ni(II)/NaBHEt3-catalyzed hydrosilylation of 1,3-dienes, alkenes and alkynes
  作者：Venu Srinivas、Yumiko Nakajima、Wataru Ando、Kazuhiko Sato、Shigeru Shimada

  DOI：10.1016/j.jorganchem.2016.02.025

  日期：2016.5

  5-heptanedionato)nickel(II) (1c) as versatile hydrosilylation catalyst precursors is described. Complexes 1a-c catalyze 1,4-selective hydrosilylation of 1,3-dienes in the presence of NaBHEt3 at ambient temperature. The reactions exhibit good regioselectivity to give the branched isomers as major products. The catalytic system also catalyzes hydrosilylation of alkenes including industriary important siloxy-

  市售Ni（II）盐，Ni（acac）2（acac =乙酰丙酮乙酰）（1a）及其衍生物双（六氟乙酰丙酮乙酰）镍（II）（1b）和双（2,2,6,6-四甲基描述了作为通用氢化硅烷化催化剂前体的-3,5-庚二酮基）镍（II）（1c）。配合物1a - c在NaBHEt 3存在下催化1,3-二烯的1,4-选择性氢化硅烷化在环境温度下。该反应表现出良好的区域选择性，从而得到支链异构体作为主要产物。该催化体系还催化烯烃的氢化硅烷化，包括工业上重要的甲硅烷氧基，氨基和环氧取代的烯烃以及末端和内部炔烃。