5'-bromo-2,6,2",6"-tetramethyl-1,1':3',1"-terphenyl | 135989-99-0

• 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: 5'-bromo-2,6,2",6"-tetramethyl-1,1':3',1"-terphenyl
• 英文别名: 1-Bromo-3,5-bis(2,6-dimethylphenyl)benzene
• CAS: 135989-99-0
• 化学式: C₂₂H₂₁Br
• 分子量: 365.313
• InChiKey: IXTHHLANTMKTOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  5'-bromo-2,6,2",6"-tetramethyl-1,1':3',1"-terphenyl 在 n-BuLi 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 水 、 苯 为溶剂， 生成 bromotris(2,2'',6,6''-tetramethyl[1,1':3',1''-terphenyl]-5'-yl)germane
  参考文献：
  名称：

  Syntheses and Structural Characterizations of a Novel Bowl-Type Germanol and Its Derivatives

  摘要：

  一种新颖的碗型三芳基锗基团，三(2,2″,6,6″-四甲基[1,1′:3′,1″-联苯]-5′-基)锗（简称为TRMG），被设计出来，并合成了带有该框架的锗醇及其衍生物。对TRMG–OH (5) 的X射线晶体学分析显示，尽管可能存在微弱的分子间OH···π相互作用，但相邻分子之间并没有OH···O氢键。与迄今已知的有机锗醇形成鲜明对比，5对自缩合具有极强的抵抗力；在将5置于Ph3GeOH (8) 生成相应的双锗氧烷的条件下，未得到双锗氧烷。另一方面，锗醇5可以很容易地转化为各种衍生物。TRMG–SH (12) 的晶体结构也得到了确定。

  DOI：

  10.1246/bcsj.76.2389
• 作为产物：
  描述：

  2,4,6-溴碘苯 、 2,6-二甲基苯基溴化镁 在 oxonium 作用下， 以70%的产率得到5'-bromo-2,6,2",6"-tetramethyl-1,1':3',1"-terphenyl
  参考文献：
  名称：

  Synthesis of novel lantern-shaped molecules based on resorcin[4]arene and m-terphenyl units

  摘要：

  Novel lantern-shaped molecules with a large enclosure were synthesized by taking advantage of resorcin[4]arene and m-terphenyl units as the capping and bottom fragments, respectively. Two conformers with different cavity volume were obtained selectively by changing the substituent on the bottom unit.

  DOI：

  10.1016/0040-4039(95)01610-t

文献信息

• CATALYST FOR CROSS-COUPLING REACTION, AND PROCESS FOR PRODUCTION OF AROMATIC COMPOUND USING THE SAME
  申请人：Nakamura Masaharu

  公开号：US20110152523A1

  公开（公告）日：2011-06-23

  The present invention provides a process for efficiently producing an alkylated aromatic compound in good yield, by a cross-coupling reaction between an alkyl halide and an aromatic magnesium reagent. A process for producing an aromatic compound represented by Formula (1): R—Ar′  (1) wherein R is a hydrocarbon group, and Ar′ is an aryl group; the process comprising: reacting a compound represented by Formula (2): R—X  (2) wherein X is a halogen atom, and R is as defined above, with a magnesium reagent represented by Formula (3): Ar′—MgY  (3) wherein Y is a halogen atom, and Ar′ is as defined above, in the presence of a catalyst for cross-coupling reactions comprising an iron compound and a bisphosphine compound represented by Formula (4): wherein Q is a divalent group derived from an aromatic ring by removing two hydrogen (H) atoms on adjacent carbon atoms; and each Ar is independently an aryl group.

  本发明提供了一种高效产生烷基芳香化合物的方法，通过烷基卤化物和芳香镁试剂之间的交叉偶联反应，以良好的产率产生烷基芳香化合物的方法，所述方法包括：将由式（2）表示的化合物：R—X（2）其中X是卤素原子，R如上所定义，与由式（3）表示的镁试剂：Ar′—MgY（3）其中Y是卤素原子，Ar′如上所定义，在交叉偶联反应的催化剂存在下反应，所述催化剂包括一种铁化合物和一种由式（4）表示的双膦化合物：其中Q是通过去除相邻碳原子上的两个氢（H）原子从芳香环中衍生的二价基团；每个Ar都是独立的芳基团。
• Photoswitchable Catalysts: Correlating Structure and Conformational Dynamics with Reactivity by a Combined Experimental and Computational Approach
  作者：Ragnar S. Stoll、Maike V. Peters、Andreas Kuhn、Sven Heiles、Richard Goddard、Michael Bühl、Christina M. Thiele、Stefan Hecht

  DOI：10.1021/ja807694s

  日期：2009.1.14

  one stilbene-derived base. Solid-state structures obtained by X-ray crystal structure analysis confirmed efficient blocking of the active site in the E isomer representing the OFF-states, whereas a freely accessible active site was revealed for a representative Z isomer in the crystal. To correlate structure with reactivity of the catalysts, conformational dynamics were thoroughly studied in solution

  哌啶的 Brønsted 碱性的光控制是通过掺入庞大的偶氮苯基团实现的，并且可以转化为一般碱催化中 ON 和 OFF 状态之间显着的反应性差异。这使得催化剂在硝基醛醇反应（亨利反应）中的活性能够成功地进行光调制。开发了一种光开关催化剂的模块化合成路线，可用于制备和表征三种偶氮苯衍生的碱和一种芪衍生的碱。通过 X 射线晶体结构分析获得的固态结构证实了代表 OFF 状态的 E 异构体中的活性位点的有效阻断，而晶体中具有代表性的 Z 异构体显示了一个可自由访问的活性位点。为了将结构与催化剂的反应性相关联，
• New diphosphine ligands based on diphenyl ether for the Pd-catalyzed CO/ethene copolymerization
  作者：Maria Caporali、Christian Müller、Bastiaan B. P. Staal、Duncan M. Tooke、Anthony L. Spek、Piet W. N. M. van Leeuwen

  DOI：10.1039/b503764f

  日期：——

  The catalytic activity and selectivity of palladium(II) complexes of new, flexible bidentate ligands in the CO/ethene copolymerization reaction have been found to change considerably with the steric properties of the ligands.

  新型柔性双齿配体的钯(II)配合物在CO/乙烯共聚反应中的催化活性和选择性随配体的空间特性变化显著。
• Synthesis, Structure, and Reactions of a Novel Triarylsilanol with a Bowl-Type Framework: A Silanol Extremely Resistant to Self-Condensation
  作者：Kei Goto、Tomoko Okumura、Takayuki Kawashima

  DOI：10.1246/cl.2001.1258

  日期：2001.12

  A novel nano-scale triarylsilanol bearing a bowl-shaped framework was synthesized, the structure of which was established by X-ray crystallographic analysis. The silanol was found to be extremely resistant to self-condensation whereas it reacted easily with appropriate molecules to give the corresponding derivatives.

  合成了一种具有碗状骨架的新型纳米级三芳基硅烷醇，其结构通过X射线晶体学分析确定。发现硅烷醇对自缩合具有极强的抵抗力，而它很容易与合适的分子反应生成相应的衍生物。
• Syntheses and structures of bowl-shaped triarylphosphines and their palladium(II) complexes
  作者：Yoshiko Ohzu、Kei Goto、Hiroyuki Sato、Takayuki Kawashima

  DOI：10.1016/j.jorganchem.2005.06.025

  日期：2005.9

  m-terphenyl units. Its cone angle was estimated to be as large as 174°. In the crystal structure of TRIP, the depth of the cavity and cone angle increased to 3.3 Å and 206°, respectively, because of the different arrangement of the m-terphenyl units. In contrast with TRMP, which can form the mononuclear complex, PdCl2(TRMP)2 (6), in the reaction with PdCl2, treatment of TRIP (1 or 3 eq.) with PdCl2 produced

  新型碗形三芳基膦，三（2,2“，6,6”-四烷基[1,1'：3'，1“-三联苯基] -5'-基）膦（TRMP：烷基=甲基； TRIP：烷基） =异丙基），分别用对应的锂化制备米三联苯溴化物，接着用反应的PCl 3。X射线晶体分析揭示，TRMP的磷中心被嵌入在由三个径向延伸的形成16的直径和2.1埃深度的浅碗形腔米三联苯单元。它的锥角估计为174°。在TRIP的晶体结构中，由于m的排列不同，腔的深度和锥角分别增加到3.3Å和206°。-三苯基单元。与TRMP，能够形成单核配合物，的PdCl对比2（TRMP）2（6），在与的PdCl反应2，治疗TRIP（1个或3当量）与的PdCl 2制备的三核钯（II），氯化配合物[（PdCl 2）3（TRIP）2 ]（8）作为单一产品。X射线晶体学确定了8的结构，其中PdCl 2的三聚体被两个TRIP配体终止。根据TRMP和TRIP的腔形差异，解释了不同类型的PdCl