5-isopropyl-1,2,3,4-tetramethylcyclopenta-1,3-diene

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 5-isopropyl-1,2,3,4-tetramethylcyclopenta-1,3-diene
• 英文别名: 1,2,3,4-Tetramethyl-5-propan-2-ylcyclopenta-1,3-diene
• 化学式: C₁₂H₂₀
• 分子量: 164.291
• InChiKey: VDIFBZPOGJKQQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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-isopropyl-1,2,3,4-tetramethylcyclopenta-1,3-diene 在 potassium benzyl 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以65%的产率得到KC5Me4iPr
  参考文献：
  名称：

  夹心铀（III）配合物还原耦合还原CO的立体效应

  摘要：

  混合夹心U（III）配合物的类型的选择性[U（η-C 8 H ^ 6 {的Si我- [R 3 -1,4} 2）（η-的Cp R' ）（R = Me中，我已经研究了Pr； R'＝ Me 4 H，Me 5，Me 4 i Pr，Me 4 SiMe 3，Me 4 Et）对CO的还原偶联以形成铀结合的氧碳。在这种情况下，新的U（III）混合的夹心复合[U（η-C 8 H ^ 6 {的Si我镨3 -1,4} 2）（η-的Cp Me4TMS）]，[U（η-C 8 H ^ 6 {的Si我镨3 -1,4} 2）（η-的Cp Me4iPr）]，[U（η-C 8 H ^ 6 {的Si我镨3 -1,4- } 2）（η-的Cp Me4Et）]，[U（η-C 8 H ^ 6 {森达3 -1,4} 2）（η-的Cp *）]，和[U（η-C 8 H ^ 6 {森达3 -1,4 } 2）（η- CpMe4TMS）]已经准备

  DOI：

  10.1021/om301045k
• 作为产物：
  描述：

  2,3,4,5-四甲基-2-环戊烯酮 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 25.0h， 生成 5-isopropyl-1,2,3,4-tetramethylcyclopenta-1,3-diene
  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

• A Comparative Analysis of the In Vitro Anticancer Activity of Iridium(III) {η5-C5Me4R} Complexes with Variable R Groups
  作者：Alice De Palo、Dijana Draca、Maria Grazia Murrali、Stefano Zacchini、Guido Pampaloni、Sanja Mijatovic、Danijela Maksimovic-Ivanic、Fabio Marchetti

  DOI：10.3390/ijms22147422

  日期：——

  Piano-stool iridium complexes based on the pentamethylcyclopentadienyl ligand (Cp*) have been intensively investigated as anticancer drug candidates and hold much promise in this setting. A systematic study aimed at outlining the effect of Cp* mono-derivatization on the antiproliferative activity is presented here. Thus, the dinuclear complexes [Ir(η5-C5Me4R)Cl(μ-Cl)]2 (R = Me, 1a; R = H, 1b; R = Pr

  基于五甲基环戊二烯基配体 (Cp*) 的钢琴-粪便铱配合物已作为抗癌药物候选物进行了深入研究，并在这种情况下大有希望。本文介绍了一项旨在概述 Cp* 单衍生化对抗增殖活性影响的系统研究。因此，双核配合物 [Ir(η 5 -C 5 Me 4 R)Cl(μ-Cl)] 2 (R = Me, 1a ; R = H, 1b ; R = Pr, 1c ; R = 4-C 6 H 4 F, 1d ; R = 4-C 6 H 4 OH, 1e )，它们的2-苯基吡啶基单核衍生物[Ir(η 5-C 5 Me 4 R)(k N ,k C PhPy)Cl] ( 2a–d ) 和二甲基亚砜复合物 [Irh 5 -C 5 Me 4 (4-C 6 H 4 OH)}Cl 2 ( κ S -Me 2 S=O)] ( 3 ) 被合成、结构表征，并评估它们对一组六种人和啮齿动物癌细胞系（小鼠黑色素瘤，B16；大鼠神经胶质瘤
• Five dinuclear iron carbonyl complexes based on substituted tetramethylcyclopentadienyl ligands: synthesis and crystal structures
  作者：Zhihong Ma、Kaiming Guo、Na Wang、Hong Wang、Zhangang Han、Xuezhong Zheng、Jin Lin

  DOI：10.1080/00958972.2013.873533

  日期：2014.1.2

  ienyl dinuclear iron carbonyl complexes, [η5-C5Me4CH2CH2CH3]2Fe2(CO)4 (6), [η5-C5Me4CH(CH3)2]2Fe2(CO)4 (7), [η5-C5Me4CH(CH2)4]2Fe2(CO)4 (8), [η5-C5Me4CH(CH2)5]2Fe2(CO)4 (9), and [(η5-C5Me4)(4-NMe2Ph)]2Fe2(CO)4 (10). The new complexes were characterized by elemental analysis, IR, and 1H NMR spectra. The molecular structures of 6, 8, 9, and 10 were determined by X-ray single crystal diffraction. Graphical

  用 Fe(CO)5 热处理取代的四甲基环戊二烯 [C5Me4HR] [R = 正丙基 (1)、异丙基 (2)、环戊基 (3)、环己基 (4) 和 4-NMe2Ph (5)]得到五个新的取代四甲基环戊二烯基双核羰基铁配合物，[η5-C5Me4 ]2Fe2(CO)4(6)，[η5-C5Me4CH(CH3)2]2Fe2(CO)4(7)，[η5-C5Me4CH(CH2)4 ]2Fe2(CO)4 (8)、[η5-C5Me4CH( )5]2Fe2(CO)4 (9) 和 [(η5-C5Me4)(4-NMe2Ph)]2Fe2(CO)4 (10)。新配合物通过元素分析、IR 和 1H NMR 光谱进行了表征。6、8、9和10的分子结构由X射线单晶衍射确定。图形概要
• Ruthenium Complexes Bearing Bulky Pentasubstituted Cyclopentadienyl Ligands and Evaluation of [Ru(η ⁵ ‐C ₅ Me ₄ R)(MeCN) ₃ ][PF ₆ ] Precatalysts in Nucleophilic Allylic Substitution Reactions
  作者：Hui‐Jun Zhang、Bernard Demerseman、Zhenfeng Xi、Christian Bruneau

  DOI：10.1002/ejic.200800295

  日期：2008.7

  [Ru(η5-C5Me4R)(MeCN)3][PF6] (R = CH2tBu, iPr, tBu, and CF3; 2–5) complexes were synthesized in two steps starting from the appropriate cyclopentadienes and RuCl3·3H2O. The fully substituted ruthenocenes [Ru(C5Me5)(C5Me4R*)], [Ru(C5Me5)(C5nPr4R*)] R* = (1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl} and [Ru(C5Me5)(C5nPr5)] were obtained by treating [Ru(C5Me5)Cl]4 with the corresponding cyclopentadienyllithium

  [Ru(η5-C5Me4R)(MeCN)3][PF6] (R = CH2tBu, iPr, tBu, 和 CF3; 2-5) 配合物从适当的环戊二烯和 RuCl3·3H2O 开始，分两步合成。完全取代的钌茂 [Ru(C5Me5)(C5Me4R*)], [Ru(C5Me5)(C5nPr4R*)] R* = (1R,5S)-6,6-二甲基双环[3.1.1]hept-2-en -2-yl} 和 [Ru(C5Me5)(C5nPr5)] 是通过用相应的环戊二烯基锂盐处理 [Ru(C5Me5)Cl]4 获得的。将配合物 2-5 评估为亲核烯丙基取代反应的催化剂前体，并将结果与​​使用 [Ru(C5Me5)(MeCN)3][PF6] (1) 预催化剂获得的结果进行比较。
• Imidate as the Intact Directing Group for the Cobalt-Catalyzed C–H Allylation
  作者：Ryo Tanaka、Iku Tanimoto、Masahiro Kojima、Tatsuhiko Yoshino、Shigeki Matsunaga

  DOI：10.1021/acs.joc.9b01972

  日期：2019.10.18

  Cobalt-catalyzed C-H allylation reactions of NH-free benzimidates using vinylcyclopropanes or allyl carbonate are reported. The reactive and relatively unstable imidate groups remain intact during the C-H allylations to afford functionalized imidates without dealcoholizations. The thus obtained allylated imidate was subsequently converted into other heterocyclic structures through a following C-H functionalization

  报道了使用乙烯基环丙烷或碳酸烯丙酯的无NH的苯甲二酸酯的钴催化的CH烯丙基化反应。反应性且相对不稳定的亚氨酸酯基团在CH烯丙基化过程中保持完整，以提供功能化的酰亚胺基，而没有脱醇作用。如此获得的烯丙基化的亚氨酸酯随后通过随后的CH官能化反应转化为其他杂环结构，证明了该方法的合成效用。
• Schumann, Herbert; Stenz, Susanne; Girgsdies, Frank, Zeitschrift fur Naturforschung, B: Chemical Sciences, 2002, vol. 57, # 9, p. 1017 - 1026
  作者：Schumann, Herbert、Stenz, Susanne、Girgsdies, Frank、Muehle, Stefan H.

  DOI：——

  日期：——