((2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)-methyl)benzene | 95421-01-5

• 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: ((2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)-methyl)benzene
• 英文别名: (2,3,4,5-Tetramethylcyclopenta-2,4-dien-1-yl)methylbenzene
• CAS: 95421-01-5
• 化学式: C₁₆H₂₀
• 分子量: 212.335
• InChiKey: IWOOLOIHGCKENT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  diiron nonacarbonyl 、 ((2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)-methyl)benzene 以 癸烷 为溶剂， 生成
  参考文献：
  名称：

  Relative importance of dissociative loss of carbon monoxide and formation of benzyl radicals from photoexcitation of (.eta.5-C5R5)Fe(CO)2(.eta.1-CH2C6H5) and evidence for reaction of carbon monoxide with 17-electron radicals

  摘要：

  DOI：

  10.1021/ja00295a023
• 作为产物：
  描述：

  1-Benzyl-2,3,4,5-tetramethylcyclopent-2-en-1-ol 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以7.124 g的产率得到((2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)-methyl)benzene
  参考文献：
  名称：

  Extending the range of pentasubstituted cyclopentadienyl compounds: The synthesis of a series of tetramethyl(alkyl or aryl)cyclopentadienes (Cp ∗ R ), their iridium complexes and their catalytic activity for asymmetric transfer hydrogenation

  摘要：

  Tetramethyl(alky or aryl)cyclopentadienes were synthesized and the organometallic half-sandwich iridium complexes of the form [(eta(5)-Cp*(R))Ir(aa)Cl], Cp*(R) = tetramethyl(phenyl)cyclopentadienyl (Cp*(Ph)), tetramethyl(benzyl)cyclopentadienyl (Cp*(Bn)), tetramethyl(2-propyl)cyclopentadienyl (Cp*(iPr)), or tetramethyl(cyclohexyl)cyclopentadienyl (Cp*(Cy)) were prepared and characterized. The complexes adopt a piano stool configuration, forming diastereomers, with ratios similar to reported [(eta(5)-Cp*(R))Ir(aa)Cl] complexes. The complexes display an intermolecular hydrogen bonding network in the solid state. These complexes were tested for the asymmetric transfer hydrogenation of several ketones, showing that the R of the Cp*(R) drastically impacts both selectivity and rate of reaction. Additionally, severe solvent effects are displayed when the reaction media is changed from aqueous to organic solvent. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.06.053

文献信息

• Modulating the water oxidation catalytic activity of iridium complexes by functionalizing the Cp*-ancillary ligand: hints on the nature of the active species
  作者：Giordano Gatto、Alice De Palo、Ana C. Carrasco、Ana M. Pizarro、Stefano Zacchini、Guido Pampaloni、Fabio Marchetti、Alceo Macchioni

  DOI：10.1039/d0cy02306j

  日期：——

  A comparative study on the behavior of a series of iridium dimeric WOCs with modified Cp* ligands reveals the key role played by the variable substituent.

  一项关于一系列具有改性Cp*配体的铱二聚WOCs行为的比较研究揭示了可变取代基发挥的关键作用。
• Enhanced Intracellular Accumulation and Cytotoxicity of Ferrocene‐Ruthenium Arene Conjugates
  作者：Donát Gelle、Martin Lamač、Karel Mach、Ludmila Šimková、Róbert Gyepes、Lucia Sommerová、Andrea Martišová、Martin Bartošík、Tomáš Vaculovič、Viktor Kanický、Roman Hrstka、Jiří Pinkas

  DOI：10.1002/cplu.202000022

  日期：2020.5

  dibenzylferrocene (2) gave air‐ and water‐stable dinuclear (4) or trinuclear (6) ferrocene‐ruthenium conjugates. The complexes were characterized by NMR, ESI‐MS, cyclic voltammetry (CV), elemental analysis, and the molecular structure of 4 was established by single crystal X‐ray diffraction. Contrary to the starting ferrocenes 1 and 2, conjugates 4 and 6 showed significant in vitro anticancer activity (up to IC50

  arenophilic Cp的协调*茹+（CP * =η 5 -C 5我5）片段要么benzylferrocene（的侧链的芳香环（一个或多个）1）或dibenzylferrocene（2），得到空气和水稳定的双核（4）或三核（6）二茂铁-钌共轭物。通过NMR，ESI-MS，循环伏安法（CV），元素分析对络合物进行表征，并通过单晶X射线衍射确定4的分子结构。与起始二茂铁1和2相反，共轭4和6显示出显着性对各种癌细胞系（A2780，SK‐OV‐3，MDA‐MB‐231）的体外抗癌活性（最高IC 50 0.6±0.2μM）。差示脉冲伏安法（DPV）显示，在所有研究的细胞系中4的细胞内积累约为6的两倍，这对应于4的更高细胞毒性。
• Yttrocene Chloride and Methyl Complexes with Variously Substituted Cyclopentadienyl Ligands: Synthesis, Characterization, and Reactivity toward Ethylene
  作者：Adéla Fridrichová、Vojtech Varga、Jiří Pinkas、Martin Lamač、Aleš Růžička、Michal Horáček

  DOI：10.1002/ejic.201600390

  日期：2016.8

  The reaction of YCl3·3.5THF with 1 equiv. of Li(C5Me4SiMe3) afforded in high yield the ionic complex [Li(thf)4]+[(η5‐C5Me4SiMe3)YCl2]4(µ4‐Cl)}– (1). The molecule of 1 consists of the tetranuclear anion [(η5‐C5Me4SiMe3)YCl2]4(µ4‐Cl)}– compensated with [Li(thf)4]+ in the solid state. Reactions of compound 1 with selected lithium and potassium cyclopentadienides resulted in the formation of yttrocene

  YCl 3 · 3.5THF与1当量的反应。李（C的5我4森达3），得到高产率的离子络合物[李（THF）4 ] + [（η 5 -C 5我4森达3）YCL 2 ] 4（μ 4 -Cl）} -（1）。的分子1由四核阴离子的[（η 5 -C 5我4森达3）YCL 2 ] 4（μ 4 -Cl）}–固态时用[Li（thf）4 ] +补偿。化合物的反应1与选定的锂和钾cyclopentadienides导致形成yttrocene氯化物配合物[（η 5 -C 5我4森达3）Y（L）（μ-Cl）的2 M（THF）2 ] [M =锂，L =η 5 -C 5 H ^ 5（2）; M =锂，L =η 5 -C 5我5（3）; M =锂，L =η 5 -C 5我4森达2高（4）; M = K，L =η 5 -C 5我4 CH 2 Ph（上5）]。Yttrocene氯配合物2 - 5个后行甲基化反应，得到yttrocene甲基配合物[（η
• Rapid Access to Derivatized, Dimeric, Ring-Substituted Dichloro(cyclopentadienyl)rhodium(III) and Iridium(III) Complexes
  作者：Loren C. Brown、Emily Ressegue、Joseph S. Merola

  DOI：10.1021/acs.organomet.6b00580

  日期：2016.12.27

  The present work describes the design and synthesis of a series of rhodium and iridium dimers [(eta(5)-ring)MCl](2)(mu(2)-Cl)(2) (where (eta(5)-ring)MCl = (eta(5)-Me4C5R)Rh(III)Cl or (eta(5)-Me4C5R)Ir(III)Cl) using a new and efficient 1 h procedure. Rhodium and iridium dimeric complexes were synthesized via a microwave reaction. The modified HMe4C5R (R = isopropyl, n-butyl, isobutyl, sec-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, phenyl, benzyl, phenethyl, cyclohexyl, and cyclopentyl) type ligands were synthesized by reaction of 2,3,4,S-tetramethylcyclopent-2-en-1-one with the respective Grignard reagent (RMgX), followed by elimination of water under acidic conditions to produce the tetramethyl(alkyl or aryl)cyclopentadienes in moderate to excellent yields (40-98%). Reaction of the HMe4C5R ligands with [M(COD)](mu(2)-Cl)(2) (M = Rh, Ir; COD = 1,S-cyclooctadiene) gave the dimeric complexes [(eta(5)-Me4C5R)MCl](2)(mu(2)-Cl)(2) in yields ranging from 47% to 96%. The derivatized dimers were tested for antimicrobial activity, showing activity against Mycobacterium smegmatis and improved activity with derivatized R groups against Staphylococcus aureus and MRSA 43300. The characterization of these complexes was completed by NMR spectroscopy, single-crystal X-ray diffraction, high-resolution mass spectrometry, and elemental analysis.
• Davis Jr., James H.; Benvenuto, Mark A.; Grimes, Russell N., Inorganic Chemistry, 1991, vol. 30, # 8, p. 1765 - 1770
  作者：Davis Jr., James H.、Benvenuto, Mark A.、Grimes, Russell N.

  DOI：——

  日期：——