2,3-Di(cyclopentadienyl)-2,3-dimethylbutane | 53639-83-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2,3-Di(cyclopentadienyl)-2,3-dimethylbutane
• 英文别名: (HC5H4CMe2)2；Bis-Cyclopentadienyl-tetramethylethan；1,3-Cyclopentadiene, 5,5'-(1,1,2,2-tetramethyl-1,2-ethanediyl)bis-；5-(3-cyclopenta-2,4-dien-1-yl-2,3-dimethylbutan-2-yl)cyclopenta-1,3-diene
• CAS: 53639-83-1
• 化学式: C₁₆H₂₂
• 分子量: 214.351
• InChiKey: TZNPZNZPRNHVFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  287.5±7.0 °C(Predicted)
• 密度：
  0.967±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2,3-Di(cyclopentadienyl)-2,3-dimethylbutane 在 sodium 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 15.0h， 生成 2,2,3,3,8,8,9,9-Octamethyltricyclo[8.2.1.1^4.7]tetradecatetraen
  参考文献：
  名称：

  Versuche zur Synthese von [2.2]- und [2.3]Cyclopentadienophanen

  摘要：

  The first [2.2]Cyclopentadienophane (= 2,2,3,3.8,8,9,9-octamethyltricyclo[8.2.1.1(4.7)]tetradecatetraene; 1b) has been synthesized (Scheme 5) by reductive coupling of 6,6-dimethylfulvens 3 --> 5 (50%) followed by base-induced twofold condensation of 1,2-di(cyclopentadienyl)-1,2-dimethylbutane 5 with acetone to give difulvene 15 (95%). Reductive coupling of 15 gives a complex mixture of tautomers of 16, 17, and 1b, which contains ca. 50% of thr target molecule 1b. Other synthetic attempts towards [2.2]cyclopentadienophanes 1a and 1b and [2.3]cyclopentadienophane 18 are discussed.

  DOI：

  10.1002/(sici)1522-2675(19990908)82:9<1509::aid-hlca1509>3.0.co;2-e
• 作为产物：
  描述：

  在 盐酸 作用下， 以 乙醚 为溶剂， 生成 2,3-Di(cyclopentadienyl)-2,3-dimethylbutane
  参考文献：
  名称：

  柄型茂金属衍生物：V.四甲基桥连的二茂钛和茂锆衍生物的合成通过还原富烯耦合

  摘要：

  可以通过将6,6-二甲基富勒烯与汞齐钠，蒽钠或镁金属/ CCl 4作为还原剂进行还原偶联，然后使阴离子四甲基二环戊二烯基乙烷产品与TiCl 3或ZrCl反应，制得具有环间四甲基乙烯桥的钛茂和锆茂衍生物。4在四氢呋喃中。

  DOI：

  10.1016/0022-328x(83)85118-3

文献信息

• Facile Synthesis of Lanthanidocenes by the “Borohydride/Alkyl Route” and Their Application in Isoprene Polymerization
  作者：Marc Visseaux、Michael Terrier、André Mortreux、Pascal Roussel

  DOI：10.1002/ejic.201000184

  日期：2010.6

  was isolated as a byproduct and structurally characterized, revealing an unprecedented structural arrangement. In combination with BEM, complexes 2a, 3a, and 4a were found to be efficient in isoprene polymerization to afford highly stereoregular trans-polyisoprene. Similar results were obtained by an "all in situ" approach starting from Nd(BH 4 ) 3 (thf) 3 /BEM mixtures in the presence of 2 equiv. of

  在 2 当量的存在下，从等摩尔量的 Ln(BH 4 ) 3 (thf) 3 (Ln = Nd, Sm) 和正丁基乙基镁 (BEM) 开始，通过简单的方法合成了几种硼氢化镧系元素。环戊二烯衍生物。根据环戊二烯的性质，单金属 Cp* 2 Nd(BH 4 )(thf) (Cp* = C 5 Me 5 ) (1)、异二金属 [Cp 2 Nd(BH 4 )(μ-BH 4 )] 2 Mg(thf) 4 (Cp = C 5 H 5 ) (2), [(CMe 2 C 5 H 4 ) 2 Ln(BH 4 )(μ-BH 4 )] 2 Mg(thf) 3 (Ln = Nd, 3a；Ln = Sm, 3b) 和单金属苯胺基环戊二烯基化合物 (C 5 Me 4 CH 2 SiMe 2 NPh)Ln(BH 4 )(thf) 2 (Ln = Nd, 4a; Ln = Sm, 4b)。通过 1 H NMR 光谱、元素分析和
• Direct synthesis of organometallics V. Direct synthesis of isopropylcyclopentadienyl M(I) compounds of Ga, Tl, Mn and Cu via metal vapour cocondensation, and their spectroscopic characterization
  作者：Matthias Tacke、Roland Teuber

  DOI：10.1016/s0022-2860(96)09523-3

  日期：1997.6

  reactions. The reaction is believed to pass through a metal fulvene complex in a first step, which is characterized for Ga by quantum mechanical methods. For the gallium case a tucked-in η 6 bonding mode with formation of Ga(II), instead of coordination to an η 5 cylopentadienyl or η 4 fulvene, is observed. Following the formation of this first intermediate, a complete mechanism is developed by using semiempirical

  摘要 Ga、Tl、Cu 和 Mn 的金属原子与 6,6-二甲基富烯的共缩合导致形成 Cp i M(I) 衍生物（Cpi = C 5 H 4 CHMe 2 ），在这种情况下，需要铜和锰——亚磷酸三甲酯作为共配体来填充它们的配位层。值得注意的是，通过使用新开发的带有冷却内部排水管的共聚容器，可以合成不耐热的 Cp i Ga(I)。该物质在高达 -30°C 的溶液中是稳定的，因此其 71 Ga NMR 和 MS 光谱以及以下反应的特征。据信该反应在第一步中通过金属富烯配合物，通过量子力学方法对 Ga 进行表征。对于镓的情况，形成 Ga(II) 的 η 6 键合模式，而不是与 η 5 环戊二烯基或 η 4 富烯的配位，被观察到。在第一个中间体形成之后，通过使用半经验计算开发了一个完整的机制。所得几何形状和反应焓与锡原子与富烯的反应进行了比较，富烯以形成安莎锡烯而告终。与该反应相反，在亚磷酸三甲酯存在下钴原子与
• Stereoselectivity in the synthesis of tetramethylethano-bridged 3,3′-di-tert-butyltitanocene dichloride
  作者：Mark S. Erickson、Frank R. Fronczek、Mark L. McLaughlin

  DOI：10.1016/0022-328x(91)83282-9

  日期：1991.9

  Racemic and meso ansa-(2,3-dimethyl-2,3-butano)-3,3'-bis(1,1'-dimethylethyl)cyclopenta-1,3-dien-5-yl)titanium dichloride (5 and 4) were prepared in a 1:4 to 1:2 ratio by the addition of TiCl3.3THF to 2,3-bis[3-(1,1-dimethylethyl)-1,3-cyclopentadien-5-yl]-2,3-dimethylbutanedilithium (3) in THF with subsequent oxidation by HCl in a 44% yield. A 30% yield of the 1:1 racemic:meso ratio resulted when 3 was treated with titanocene dichloride in THF followed by carbon tetrachloride oxidation. In the attempts to synthesize the desired anti isomer, 3 was treated with in-situ generated racemic dichloro-1,1'-bi-2-naphtholatetitanium(IV) to give ansa-(2,3-dimethyl-2,3-butano)-anti-3,3'-bis(1,1-dimethylethyl)cyclopenta-1,3-dien-5-yl)titanium 1,1'-bi-2-naphtholate (6) in a 10-15% yield. 6 crystallized in a monoclinic space group P2(1)/c with a = 10.084(2) angstrom, b = 29.312(7) angstrom, c = 12.190(2) angstrom, beta = 99.37(2)degrees, V = 3555(2) angstrom3, and Z = 4. Refinement of 425 least squares variables converged to R = 0.044 and R(w) = 0.046 for 4153 observed reflections with I > 2-sigma(I). The molecule contains an approximate C2 axis of symmetry with the t-butyl groups anti to each other. The C(Cp)-C(t-butyl) bonds are displaced from the plane defined by the cyclopentadienyls by about 10-degrees.
• KOSHUTIN V. I.; LEVCHENKO V. M.; KOSHUTINA L. L., ZH. ORGAN. XIMII, 1980, 16, NO 1, 49-56
  作者：KOSHUTIN V. I.、 LEVCHENKO V. M.、 KOSHUTINA L. L.

  DOI：——

  日期：——
• You Shaochun, Gubler Matthias, Neuenschwander Markus, Helv. chim. acta, 77 (1994) N 5, S 1346-1362
  作者：You Shaochun, Gubler Matthias, Neuenschwander Markus

  DOI：——

  日期：——