vinylcyclopentadienyllithium | 80339-97-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: vinylcyclopentadienyllithium
• 英文别名: Lithium;1-ethenylcyclopenta-1,3-diene
• CAS: 80339-97-5
• 化学式: C₇H₇*Li
• 分子量: 98.0736
• InChiKey: DXGMZTCMAQBYRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.95
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  thallium (I) ethoxide 、 vinylcyclopentadienyllithium 以 四氢呋喃 为溶剂， 以80%的产率得到vinylcyclopentadienylthallium
  参考文献：
  名称：

  钛，铁和th的新乙烯基环戊二烯基衍生物的合成和结构研究

  摘要：

  已经开发了由6-甲基富烯和二异丙基氨基锂在THF溶液中制备乙烯基环戊二烯基锂（1）的改进方法。的反应1与THF中的铊乙醇已产生vinylcyclopentadienylthallium（3）。化合物1和3已用于合成乙烯基-（4）和1,1'-二乙烯基噻吩并二氯化物（5）。在THF溶液中用二异丙基氨基锂处理1,2,3,4,6-戊甲基富烯，以高收率获得乙烯基四甲基环戊二烯基锂（2）。的反应2用的FeCl 2或的TiCl 4导致双（η 5 -vinyltetramethylcyclopentadienyl）铁（7）和（η 5 -vinyltetramethylcyclopentadienyl）三氯化钛（8分别地）。化合物8下进行反应与（η 5 -C 5 H ^ 5）T1以产生1-乙烯基-2,3,4,5- tetramethyltitanocene二氯化物（9）以高收率。已经确定了5的晶体结构。5是单斜晶，C

  DOI：

  10.1016/0022-328x(91)83154-v
• 作为产物：
  描述：

  6-methylfulvene 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到vinylcyclopentadienyllithium
  参考文献：
  名称：

  A new, general route to .eta.5-vinylcyclopentadienyl organometallic monomers

  摘要：

  DOI：

  10.1021/ja00367a055

文献信息

• Functional Group Chemistry at the Group 4 Bent Metallocene Framework: [2+2] Cycloaddition of the Parent Bis(vinyl-Cp/vinyl-Ind)ZrCl₂ Systems
  作者：Ingo Greger、Gerald Kehr、Roland Fröhlich、Gerhard Erker

  DOI：10.1021/om900939v

  日期：2010.2.22

  Bis(vinyl-Cp)zirconium dichloride (6) undergoes a clean intramolecular photochemically induced [2+2] cycloaddition reaction to yield the cyclobutylene-bridged ansa-zirconocene isomer (7) when irradiated with UV light (HPK 125, Pyrex filter) at ambient conditions. Both the open and the ansa-bridged isomers (6, 7) were characterized by X-ray diffraction. The corresponding bis(2-vinylindenyl)ZrCl2 complex

  双（乙烯基-CP）二氯化锆（6）经历一个干净的分子内光化学诱导[2 + 2]环加成反应，得到亚环丁基-桥连柄型-zirconocene异构体（7），当用UV光照射（HPK 125，耐热玻璃过滤器）在环境条件。两者在打开和柄-bridged异构体（6，7）通过X射线衍射来表征。相应的双（2-乙烯基茚基）ZrCl 2络合物（12）在光解时也迅速且完全与ansa-茂金属（13）闭合。双（2-丁二烯基茚基）ZrCl 2络合物（20）在光解后经历正式的[4 + 4]环加成反应，以产生其ansa-茂金属异构体21，表现出八元碳环桥接单元。在本研究中制备和表征的茂金属配合物在用过量的甲基铝氧烷活化后得到非常活泼的乙烯聚合催化剂。
• The synthesis and 1H NMR study of vinyl organometallic monomers: (η5-C5H4CHCH2)M(CO)2(NO) (M = Cr, Mo, W) and (η5-C5H4CHCH2)M(CO)2 (M = Co, Rh, Ir)
  作者：David W. Macomber、W. Craig Spink、Marvin D. Rausch

  DOI：10.1016/0022-328x(83)85060-8

  日期：1983.7

  85–95%. The 1H NMR spectrum of this air-sensitive organlithium reagent has been recorded in THF-d8. Reactions of vinylcyclopentadienyllithium with Group VIB metal hexacarbonyls followed by treatment with N-methyl-N-nitroso-p-toluenesulfonamide afford the new vinyl organometallic monomers (η5-C5H4CHCH2)M(CO)2(NO) (M = Mo, W). Vinylcyclopentadienyllithium also serves as a convenient precursor to a series

  THF溶液中6-甲基富烯和二异丙基氨基锂的反应生成乙烯基环戊二烯基锂，产率为85-95％。这种对空气敏感的有机锂试剂的1 H NMR光谱已记录在THF- d 8中。与第VIB族金属hexacarbonyls vinylcyclopentadienyllithium的反应接着用治疗Ñ甲基Ñ -nitroso- p -toluenesulfonamide负担新乙烯基有机金属单体（η 5 -C 5 H ^ 4 CHCH 2）M（CO）2（NO） （M = Mo，W）。Vinylcyclopentadienyllithium还用作方便前体的一系列（η 5，铑和铱的-乙烯基环戊二烯基）二羰基金属单体。这些乙烯基环戊二烯基金属衍生物的1 H NMR光谱已作为金属的函数进行了比较。
• Regioselectivity of reactions of vinyl- and isopropenylcyclopentadienide anions with electrophilic agents. Synthesis and crystal structures of complexes [C5H4C(Me)=CH2]ZrCl3 · 2THF and [C5Me4CH=CH2]ZrCl3 · 2THF
  作者：D. P. Krut’ko、M. V. Borzov、O. V. Dolomanov、A. V. Churakov、D. A. Lemenovskii

  DOI：10.1007/s11172-005-0263-y

  日期：2005.2

  Regioselectivity of the reactions of lithium vinyl- and isopropenylcyclopentadienides C5H4C(R)=CH2 -Li+(R = H, Me) and lithium tetramethylvinylcyclopentadienide C5Me4CH=CH2 -Li+ with various electrophilic agents (Me3SiCl, Me3SnCl, Et2PCl, 2-chloro-1, 3-dioxaphospholane, and MeI) was studied. Two new monocyclopentadienyl zirconium complexes, [C5H4C(Me) = CH2]ZrCl3 · 2THF and [C5Me4CH=CH2]ZrCl3 · 2THF, were synthesized. Their crystal structures were established by X-ray diffraction. The results of quantum chemical calculations for the C5H4C(R) = CH2 - (R = H, Me) and C5Me4CH=CH2 - anions by the DFT method (RMPW1PW91) with the 6-311+G(d, p) split valence basis set are in good agreement with experimental data on the regioselectivity of their reactions with electrophilic agents.

  研究了乙烯基和异丙烯基环戊二烯锂 C5H4C(R)=CH2-Li+（R = H，Me）和四甲基乙烯基环戊二烯锂 C5Me4CH=CH2 -Li+ 与各种亲电剂（Me3SiCl、Me3SnCl、Et2PCl、2-氯-1，3-二氧磷杂环戊烷和 MeI）反应的区域选择性。合成了两种新的单环戊二烯锆配合物，即 [C5H4C(Me) = CH2]ZrCl3 - 2THF 和 [C5Me4CH=CH2]ZrCl3 - 2THF。通过 X 射线衍射确定了它们的晶体结构。采用 6-311+G(d, p) 分裂价基集的 DFT 方法 (RMPW1PW91) 对 C5H4C(R) = CH2 - (R = H, Me) 和 C5Me4CH=CH2 - 阴离子进行量子化学计算的结果与它们与亲电剂反应的区域选择性实验数据十分吻合。
• Synthesis and reactivity of metal-containing monomers. Part 59. Preparation and polymerization transformations of vinyl and isopropenyl derivatives of hafnocene dichloride
  作者：D. P. Krut’ko、M. V. Borzov、D. A. Lemenovskii、G. I. Dzhardimalieva、A. D. Pomogailo

  DOI：10.1007/s11172-005-0244-1

  日期：2005.1

  hafnium(IV), [C5H4(CR=CH2)]2HfCl2[R = H (5), CH3 (6)], were prepared and characterized. The organometallic monomers obtained were shown to undergo radical or anionic homopolymerization. Copolymerization of these metallocenes with styrene was performed. The potential applications of the metal polymers in question were considered.

  制备并表征了铪 (IV)、[C5H4(CR=CH2)]2HfCl2[R=H(5)、CH3(6)] 的新型乙烯基和异丙烯基取代环戊二烯基配合物。获得的有机金属单体显示出经历自由基或阴离子均聚。进行这些茂金属与苯乙烯的共聚。考虑了所讨论的金属聚合物的潜在应用。
• Synthesis and characterization of chlorovinylcyclopentadienyl lanthanides
  作者：Nilton Pereira Alves、Alessandra de Souza Maia、Wanda de Oliveira

  DOI：10.1016/s0925-8388(00)00663-0

  日期：2000.5

  In this work the synthesis and characterization of a novel class of organolanthanide compounds: [Ln(C5H4CH=CH2)(2)Cl], Ln=La, Sm, Eu, Gd, Dy, Er; [Ln(C5H4CH=CH2)Cl-2], Ln=Nd, Tb and [Dy(C5H4CH=CH2)(3)] are presented. Compounds were characterized by elemental analyses, complexometric titration with EDTA, argentimetric titration, thermal analyses, magnetic susceptibility and vibrational spectra in the infrared region. According to the infrared spectra, a sigma-centered bonding is assumed, corresponding to a local symmetry C-5v, for the vinylcyclopentadienyl anion. (C) 2000 Elsevier Science S.A. All rights reserved.