4-bromophenyldi(3-methylindol-2-yl)methane | 620177-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-bromophenyldi(3-methylindol-2-yl)methane
• 英文别名: di-(3-methylindolyl)-4-bromophenylmethane；2,2'-((4-bromophenyl)methylene)bis(3-methyl-1H-indole)；4-Bromophenyldi(3-methylindol-2-yl)methane；2-[(4-bromophenyl)-(3-methyl-1H-indol-2-yl)methyl]-3-methyl-1H-indole
• CAS: 620177-71-1
• 化学式: C₂₅H₂₁BrN₂
• 分子量: 429.359
• InChiKey: JDRSHVXXHMSPDT-UHFFFAOYSA-N

物化性质

• 沸点：
  622.7±50.0 °C(Predicted)
• 密度：
  1.401±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tetrakis(diethylamido)titanium(IV) 、 4-bromophenyldi(3-methylindol-2-yl)methane 以 甲苯 为溶剂， 生成 2-[(4-Bromophenyl)-(3-methylindol-1-id-2-yl)methyl]-3-methylindol-1-ide;diethylazanide;titanium(4+)
  参考文献：
  名称：

  Titanium and Zirconium Amido Complexes Ligated by 2,2‘-Di(3-methylindolyl)methanes:  Synthesis, Characterization, and Ethylene Polymerization Activity

  摘要：

  2,2'-Di(3-methylindolyl)methanes (L2H2) are introduced as dianionic, bidentate ligands of reduced pi-donating ability. Four complexes of the type L2Ti(NEt2)(2) and L2Zr(NEt2)(2)(THF) have been synthesized and characterized by elemental analysis, NMR (H-1, C-13) spectroscopy, and X-ray crystallography. Structural data confirm the reduced pi-donating ability of the ill-indolyl moiety compared to that of diethylamido. Preliminary catalytic activities of these group 4 complexes for the polymerization of ethylene are reported.

  DOI：

  10.1021/ic0347236
• 作为产物：
  描述：

  3-甲基吲哚 、 对溴苯甲醛 在 gold(III) chloride 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以60%的产率得到4-bromophenyldi(3-methylindol-2-yl)methane
  参考文献：
  名称：

  金（III）氯化物促进富电子芳烃与醛和烯醛的高效缩合反应：三芳基和三杂芳基甲烷及相关化合物的实用合成

  摘要：

  富电子芳烃与醛和烯醛发生金 (III) 催化缩合反应，分别以高产率提供双加成和三加成产物。

  DOI：

  10.1055/s-2006-950209

文献信息

• An intramolecular tryptophan-condensation approach for peptide stapling
  作者：Eunice Y.-L. Hui、Bhimsen Rout、Yaw Sing Tan、Chandra S. Verma、Kok-Ping Chan、Charles W. Johannes

  DOI：10.1039/c7ob02667f

  日期：——

  Stapled peptides are gaining tremendous interest as next-generation therapeutic agents to target protein–protein interactions. Herein, we report an intramolecular peptide stapling method which links two tryptophan residues at C2 position of the indole moieties via acid-mediated condensation with an aldehyde.

  定型肽正受到极大关注，作为下一代治疗药物来靶向蛋白质-蛋白质相互作用。在此，我们报告了一种分子内肽定型方法，该方法通过酸介导的醛缩反应将两个色氨酸残基连接在吲哚基团的C2位置。
• The 2,2′-diindolylmethane dianion supporting scaffold for group 15 compounds
  作者：Ian Mallov、Heather Spinney、Titel Jurca、Serge Gorelsky、Tara Burchell、Darrin Richeson

  DOI：10.1016/j.ica.2012.06.019

  日期：2012.9

  functions as a dianionic chelating ligand for the isolation and characterization of the group 15 species ArCH(3-MeC 8 H 4 N) 2 }PCl ( 2 ) and ArCH(3-MeC 8 H 4 N) 2 }SbNMe 2 ( 6 , Ar = p -C 6 H 4 Br). The single crystal X-ray structure of 2 revealed a six-membered heterocycle featuring an N–P–N bonding motif and a terminal P–Cl function. The antimony complex 6 is a rare example of an N-heterocyclic

  摘要去质子化的2,2'-二吲哚基甲烷用作阴离子螯合配体，用于分离和表征15种ArCH（3-MeC 8 H 4 N）2} PCl（2）和ArCH（3-MeC 8 H） 4 N）2} SbNMe 2（6，Ar ＝ p -C 6 H 4 Br）。2的单晶X射线结构揭示了一个六元杂环，具有N–P–N键基序和末端P–Cl功能。锑配合物6是N-杂环氨基锑的罕见例子。使用DFT计算来检查这些化合物的异构体的能量，并描述二吲哚基片段与15号阳离子的键合特征。
• Synthesis, photophysical behavior in solution, aggregates, solid state and computational study of new derivatives of 2,2′-bis(indolyl)methane-triphenylamine
  作者：Edgard Fabián Blanco-Acuña、Héctor García-Ortega

  DOI：10.1016/j.molstruc.2022.133507

  日期：2022.10

  A series of new 2,2’-bis(indolyl)methane-triphenylamine (2,2’-BIM-TPA) derivatives were synthesized and characterized. TPA units were inserted in the indole fragment, as well as in the methylene position of the BIM to obtain systems with a high degree of torsion and intramolecular rotation. Phenyl and phenylethynyl linkers between TPA and BIM units were included in the BIM-Ph-TPA and BIM-Ph-E-TPA derivatives

  合成并表征了一系列新的2,2'-双(吲哚基)甲烷-三苯胺(2,2'-BIM-TPA) 衍生物。TPA 单元插入吲哚片段以及 BIM 的亚甲基位置，以获得具有高度扭转和分子内旋转的系统。TPA 和 BIM 单元之间的苯基和苯乙炔基接头包含在BIM-Ph-TPA和BIM-Ph-E-TPA衍生物中，以扩展亚甲基取代的 BIM 的共轭。研究了五种2,2'-BIM-TPA衍生物在溶液、聚集体和固态中的吸收和发射行为。仅BIM-Ph-TPA和BIM-Ph-E-TPA表现出轻微的溶剂致变色行为。在 THF-水混合物中，会产生非发射聚集体，但每种化合物的浓缩溶液 (1000 µM ) 有利于发射聚集体的形成。发现水作为聚集体的荧光猝灭剂。此外，2,2'-BIM-TPA 衍生物在固态显示荧光。DFT 计算研究可以确认高度扭曲的分子几何形状，阐明前沿分子轨道 (HOMO-LUMO) 的分布和能量，以及主要电子跃迁
• ——
  作者：Mark R. Mason、Thomas S. Barnard、Mawuto F. Segla、Baohan Xie、Kristin Kirschbaum

  DOI：10.1023/a:1024234618248

  日期：——

  4-Bromophenyldi(3-methylindol-2-yl)methane (2) and 2-methoxyphenyldi(3-methylindol-2-yl) methane (3) were prepared by sulfuric-acid-catalyzed reactions of 3-methylindole with 4-bromobenzaldehyde and o-anisaldehyde, respectively. Di(3-methylindol-2yl)phenylmethane (1) and tri(3-methylindol-2-yl)methane (4) were similarly prepared as described previously. Spectroscopic data (H-1, C-13 NMR) and the X-ray crystal structures for 1.C2H5OH and 2-4 are reported. The molecular structure of 1.C2H5OH shows hydrogen bonding of both indolyl NH protons to the oxygen of an ethanol molecule. Crystal data for 1.C2H5OH.Orthorhombic, Pca2(1), a = 23.9782(17) Angstrom, b = 8.4437(7) Angstrom, c = 11.3029(9) Angstrom, V = 2288.4(3) Angstrom(3), R-1 = 0.0597. Crystal data for 2.Orthorhombic, P2(1)2(1)2(1), a = 8.911(3) Angstrom, b = 9.584(4) Angstrom, c = 24.040(11) Angstrom, V = 2053.0(14) Angstrom(3), R1 = 0.0454. Crystal data for 3.Monoclinic, P2(1)/c, a = 9.737(2) Angstrom, b = 25.035(6) Angstrom, c = 9.359(2) Angstrom, beta = 114.853(4)degrees, V = 2070.2(8) Angstrom(3), R-1 = 0.0511. Crystal data for 4.Trigonal, R3, a = 14.2214(10) Angstrom, c = 9.6190(10) Angstrom, V = 1684.8(2) Angstrom(3), R-1 = 0.0425.
• Efficient Condensation Reactions of Electron-Rich Arenes with Aldehydes and Enals Promoted by Gold(III) Chloride: Practical Synthesis of Triaryl- and Triheteroarylmethanes and Related Compounds
  作者：Vijay Nair、N. Vidya、K. Abhilash

  DOI：10.1055/s-2006-950209

  日期：2006.11

  Electron-rich arenes undergo gold(III) catalyzed condensation reactions with aldehydes and enals to afford bis- and tris-addition products, respectively, in high yields.

  富电子芳烃与醛和烯醛发生金 (III) 催化缩合反应，分别以高产率提供双加成和三加成产物。