3-苯基-1,2,4,5-四甲基-1,3-环戊二烯 | 64417-14-7

• 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: 3-苯基-1,2,4,5-四甲基-1,3-环戊二烯
• 英文名称: 3-phenyl-1,2,4,5-tetramethyl-1,3-cyclopentadiene
• 英文别名: (2,3,4,5-Tetramethylcyclopenta-1,4-dien-1-yl)benzene
• CAS: 64417-14-7
• 化学式: C₁₅H₁₈
• 分子量: 198.308
• InChiKey: WFOYNTGYNYXEQP-UHFFFAOYSA-N

物化性质

• 沸点：
  282.3±20.0 °C(Predicted)
• 密度：
  0.937±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  五羰基铁 、 3-苯基-1,2,4,5-四甲基-1,3-环戊二烯 以 xylene 为溶剂， 以85%的产率得到[(η5-C5Me4Ph)Fe(CO)(μ-CO)]2
  参考文献：
  名称：

  Synthesis and structures of aryl-substituted tetramethylcyclopentadienyl dinuclear metal carbonyl complexes

  摘要：

  A series of 14 aryl-substituted tetramethylcyclopentadienyl dinuclear metal carbonyl complexes have been synthesized by treating the corresponding ligands (C5Me4C6H4X-4) (X = H, Me, Cl, OMe) with Ru-3(CO)(12), Fe(CO)(5), or Mo(CO)(3)(MeCN)(3), respectively in refluxing xylene. It showed that the electronic effects of the substituents had influence on the molecular structures and reactions of the complexes, especially for the ruthenium and molybdenum complexes. In the reactions of aryl-substituted tetramethylcyclopentadiene with Mo(CO)(3)(MeCN)(3), the electron-withdrawing effect of the substituent in the para position of benzene ring is favorable to produce the Mo-Mo triple bonded complexes, but the electron-donor effect of the substituent in the para position of benzene ring is favorable to produce the Mo-Mo single bonded complexes. In a given condition, the Mo-Mo single bonded complex could be transformed into the corresponding Mo-Mo triple bonded complex. The structures of nine complexes were determined by single crystal X-ray diffraction. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2006.05.043
• 作为产物：
  描述：

  在 硫酸 作用下， 生成 3-苯基-1,2,4,5-四甲基-1,3-环戊二烯
  参考文献：
  名称：

  A convenient synthesis of Alkyltetramethylcyclopentadienes and Phenyltetramethylcyclopentadiene

  摘要：

  DOI：

  10.1016/s0022-328x(00)87959-0

文献信息

• Half-sandwich rhodium(III) transfer hydrogenation catalysts: Reduction of NAD+ and pyruvate, and antiproliferative activity
  作者：Joan J. Soldevila-Barreda、Abraha Habtemariam、Isolda Romero-Canelón、Peter J. Sadler

  DOI：10.1016/j.jinorgbio.2015.10.008

  日期：2015.12

  were determined to be ca. 8–10. Complexes 1–9 also catalysed the reduction of pyruvate to lactate using formate as the hydride donor. The efficiency of the transfer hydrogenation reactions was highly dependent on the nature of the chelating ligand and the Cpx ring. Competition reactions between NAD+ and pyruvate for reduction by formate catalysed by 4 showed a preference for reduction of NAD+. The

  有机金属配合物具有充当催化药物的潜力。我们在这里研究通式 [(Cp x )Rh( N , N ')(Cl)] 的Rh(III) 配合物，其中N , N ' 是乙二胺 (en), 2,2'-联吡啶 (bpy), 1 ,10-菲咯啉 (phen) 或N- (2-氨基乙基)-4-(三氟甲基)苯磺酰胺 (TfEn)，Cp x是五甲基环戊二烯基 (Cp*)、1-苯基-2,3,4,5-四甲基环戊二烯基 ( Cp xPh ) 或 1-联苯-2,3,4,5-四甲基环戊二烯基 (Cp xPhPh )。这些复合物可以减少 NAD +在生物学相关条件下，使用甲酸盐作为氢化物来源将 NADH 转化为 NADH。催化活性在的顺序减小Ñ，Ñ -chelated配体联吡啶>苯>烯再用Cp *作为η 5端供体。随着延伸到 Cp X环，en 复合物 ( 1-3 ) 变得更加活跃，而 phen ( 7-9 ) 和 bpy (
• NOVEL IRIDIUM/RHODIUM ANTI-CANCER COMPOUNDS
  申请人：Habtemariam Abraha

  公开号：US20130065864A1

  公开（公告）日：2013-03-14

  The present invention relates to novel iridium and/or rhodium containing complexes for use as a cytotoxic, such as an anti-cancer agent. There is also provided a method of preparing said compounds.

  本发明涉及用作细胞毒性药物，如抗癌药剂的新型含铱和/或铑的配合物。还提供了一种制备这些化合物的方法。
• Convenient Synthesis of Mixed Ferrocenes
  作者：Si-Geun Lee、Hee-Kyu Lee、Su Seong Lee、Young Keun Chung

  DOI：10.1021/om960517c

  日期：1997.2.1

  deprotonated form of [(fluorene)FeCp]PF6 functions as an efficient cyclopentadienyliron (CpFe) transfer reagent to other cyclopentadienyls (Cp‘) to give mixed ferrocenes (CpFeCp‘). By using this method, many new mixed ferrocenes have been prepared, and one of the mixed ferrocenes has been used to make bi- and trimetallic compounds.

  [（芴）FeCp] PF 6的去质子化形式起到将环戊二烯基铁（CpFe）转移到其他环戊二烯基（Cp'）的作用，从而生成混合二茂铁（CpFeCp'）。通过使用这种方法，已经制备了许多新的混合二茂铁，并且其中一种混合二茂铁已用于制备双金属和三金属化合物。
• Regiodivergent Iridium(III)-Catalyzed Diamination of Alkenyl Amides with Secondary Amines: Complementary Access to γ- or δ-Lactams
  作者：John H. Conway、Tomislav Rovis

  DOI：10.1021/jacs.7b11455

  日期：2018.1.10

  Alkenyl N-pivaloylhydroxamates undergo an Ir(III)-catalyzed diamination of the alkene with simple exogenous secondary amines under extraordinarily mild reaction conditions. The regioselectivity of the diamination is controlled by the solvent and the electronics of the cyclopentadienyl (Cpx) ligand on Ir. On the basis of a set of mechanistic experiments, we propose that the relative rates of Ir(V)-nitrenoid

  烯基 N-新戊酰基异羟肟酸酯在非常温和的反应条件下，通过 Ir(III) 催化的烯烃与简单的外源仲胺进行二胺化。二化反应的区域选择性受溶剂和 Ir 上环戊二烯基 (Cpx) 配体的电子控制。在一组机械实验的基础上，我们提出 Ir(V)-nitrenoid 形成的相对速率与外源胺对酰胺-Ir-配位烯烃的攻击决定了反应的结果。
• Syntheses, structures, and catalytic activity in Friedel–Crafts acylations of substituted tetramethylcyclopentadienyl molybdenum carbonyl complexes
  作者：Tong Li、Xin-Long Yan、Zhan-Wei Li、Zhi-Hong Ma、Su-Zhen Li、Zhan-Gang Han、Xue-Zhong Zheng、Jin Lin

  DOI：10.1007/s11243-018-0217-5

  日期：2018.5

  of dinuclear molybdenum carbonyl complexes [(η5-C5Me4R)Mo(CO)3]2 [R = tBu (1), Ph (2), CH2CH2C(CH3)3 (3)], [(η5-C5MetBu)Mo(μ-CO)2]2 (4)], and [(η5-C5Me4)tBu]2Mo2O4(μ-O) (5)], respectively. Complexes 1–5 were characterized by elemental analysis, IR, 1H NMR, and 13C NMR spectroscopy. In addition, their crystal structures were determined by X-ray crystal diffraction analysis. The catalytic activities of

  取代的四甲基环戊二烯 [C5HMe4R] [R = tBu, Ph, CH2CH2C(CH3)3] 与 Mo(CO)3(CH3CN)3 在回流的二甲苯中反应得到一系列双核钼羰基配合物 [(η5-C5Me4R)Mo( CO)3]2 [R = tBu (1), Ph (2), CH2CH2C(CH3)3 (3)], [(η5-C5MetBu)Mo(μ-CO)2]2 (4)] 和 [ (η5-C5Me4)tBu]2Mo2O4(μ-O) (5)]。通过元素分析、IR、1H NMR 和 13C NMR 光谱对配合物 1-5 进行了表征。此外，通过X射线晶体衍射分析确定了它们的晶体结构。还研究了在邻氯苯醌存在下配合物 1-3 在 Friedel-Crafts 酰化中的催化活性；反应在温和的条件下完成，以中等产率得到相应的产物。