(1-trimethylsilyl)-3-methylindene | 27490-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: (1-trimethylsilyl)-3-methylindene
• 英文别名: 3-methyl-1-(trimethylsilyl)indene；1-trimethylsilyl-3-methylindene；3-methyl-1-trimethylsilylindene；1-Trimethylsilyl-3-methyl-inden；trimethyl-(3-methyl-1H-inden-1-yl)silane
• CAS: 27490-95-5
• 化学式: C₁₃H₁₈Si
• 分子量: 202.371
• InChiKey: JMLSTILVLGOQQW-UHFFFAOYSA-N

物化性质

• 沸点：
  76 °C(Press: 0.3 Torr)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  14
• 可旋转键数：
  1
• 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

反应信息

• 作为反应物：
  描述：

  (1-trimethylsilyl)-3-methylindene 生成 2-Trimethylsilyl-3-methyl-inden
  参考文献：
  名称：

  有机金属重排的研究：III。不对称取代的茚基阴离子的反应。初始反应产物的异构化

  摘要：

  非对称的1-取代的茚基阴离子，1-RC 9 H - 6 [I，R = CH 3 ; II，Si（CH 3）3 ]与各种亲电试剂反应，得到在C（1）和C（3）处均被取代的产物。阴离子I在C（3）处主要或唯一地结合了进入基团，得到1-取代的3-甲基茚，而阴离子II在C（1）和C（3）处反应生成异构体的混合物。在一些情况下，初始动力学产物经历异构化为热力学更稳定的产物，并报道了这些反应的动力学参数。根据空间效应和电子效应讨论了阴离子猝灭反应的结果。

  DOI：

  10.1016/s0022-328x(00)80478-7
• 作为产物：
  描述：

  1H-茚-1-基三甲基硅烷 、 碘甲烷 在 正丁基锂 作用下， 生成 (1-trimethylsilyl)-3-methylindene
  参考文献：
  名称：

  [η5,η1–C5H4C (OCOR)=C(OCOR)CO]Fe(CO)2配合物通过Fe(CO)5将三重CO插入环戊二烯基阴离子中形成

  摘要：

  在酰氯存在下，环戊二烯基阴离子与 Fe(CO)5 反应生成 [η5,η1–C5H4C (OCOR)=C(OCOR) CO] Fe(CO)2 配合物，伴随着三重 CO 插入阴离子和双酰化。

  DOI：

  10.1246/cl.1988.73

文献信息

• Multicarbonylation of Cyclopentadienyl and Cycloheptatrienyl Anions by Fe(CO)₅
  作者：Saburo Nakanishi、Takehiro Hirano、Hiroshi Moriuma、Makoto Shiomi、Yoshio Otsuji、Tomohiro Adachi

  DOI：10.1246/bcsj.66.934

  日期：1993.3

  [η5-C9H6C(OCOCH2CH3)=C(OCOCH2CH3)CO]Fe(CO)(P(OCH3)3) were prepared by substitution of CO ligand with trimethyl phosphite and the structure of the diastereomers were characterized by NMR spectroscopy using 2D technique. Treatment of cycloheptatrienyl anion with Fe(CO)5 and acyl chloride resulted in double carbonylation to give [η5-C7H6C(OCOR)=C(OCOR)]Fe(CO)2. The mechanism of the reaction is proposed.

  在酰氯或羧酸酐存在下，环戊二烯基阴离子与 Fe(CO)5 反应得到环状酰基络合物 [η5-C5H4C(OCOR)=C(OCOR)CO]Fe(CO)2，通过阴离子的三重羰基化和双酰化。由此获得的[η5-C5H4C(OCOCH2CH3)=C(OCOCH2CH3)CO]Fe(CO)2的结构通过X射线分析得到证实。通过用亚磷酸三甲酯取代CO配体制备茚基衍生物[η5-C9H6C(OCOCH2CH3)=C(OCOCH2CH3)CO]Fe(CO)(P(OCH3)3)的非对映异构体，并通过核磁共振谱表征了非对映异构体的结构使用二维技术。用 Fe(CO)5 和酰氯处理环庚三烯基阴离子导致双羰基化，得到 [η5-C7H6C(OCOR)=C(OCOR)]Fe(CO)2。提出了反应机理。
• Indenyl-Titanchloride: Ethen-Polymerisation und Struktur-Reaktivitäts-Untersuchungen
  作者：T. Weiß、S. Völkening、T. Rüffer、E. Meichel、H. Sachse、G. Rheinwald、H. Lang

  DOI：10.1002/zaac.200700127

  日期：2007.10

  Indenyl-Titaniumchlorides: Ethene-Polymerization and Structure-Reactivity Studies The halfsandwich complexes [(η5-C9H7)TiCl3] (3a), [(η5-Me3Si-1-C9H6)TiCl3] (3b), [(η5-Me-1-C9H6)TiCl3] (3c), [(η5-Me2-4,7-C9H5)TiCl3] (3d), [(η5-Me3Si-2-C9H6)TiCl3] (3e), [(η5-Me2–1,3-C9H5)TiCl3] (3f), [(η5-(CH2)3–5,6-C9H5)TiCl3] (4), and [(η5-(CH2)3–1,7-C9H5)TiCl3] (5) are accessible by reacting the in position 1 or

  茚基氯化钛：乙烯聚合和结构反应性研究半夹心配合物 [(η5-C9H7) TiCl3] (3a), [(η5-Me3Si-1-C9H6) TiCl3] (3b), [(η5-Me-1 - ) TiCl3] (3c), [(η5-Me2-4,7-C9H5) TiCl3] (3d), [(η5-Me3Si-2- ) TiCl3] (3e), [(η5-Me2-1 , 3-C9H5) TiCl3] (3f), [(η5- (CH2) 3–5,6-C9H5) TiCl3] (4), 和 [(η5- ( ) 3–1,7-C9H5) TiCl3] (5) 可通过使 1 位或 3 位 Me3Si 官能化的适当茚与 TiCl4 反应来获得。CG-TiCl2 化合物（CG = Constraint Geometry）可以通过 Br-2- (6a)、Br-2-Me2-1,3-C9H5 (6b)
• Porskamp, P. A. T. W.; Wijdeven, A. M. van de; Zwanenburg, B., Recueil des Travaux Chimiques des Pays-Bas, 1983, vol. 102, p. 506 - 510
  作者：Porskamp, P. A. T. W.、Wijdeven, A. M. van de、Zwanenburg, B.

  DOI：——

  日期：——
• Alkyl-substituted indenyl titanium precursors for syndiospecific ziegler-natta polymerization of styrene
  作者：Thomas E. Ready、James C.W. Chien、Marvin D. Rausch

  DOI：10.1016/s0022-328x(96)06153-0

  日期：1996.7

  A variety of 1- and 3-substituted alkylindenes (R = H, Me, Et, tert-butyl, Me(3)Si) as well as 2-methylindene and 3-(methylthio)indene have been prepared in good yields. The substituted indenes were converted into trimethylsilyl derivatives via reactions of intermediate organolithium complexes with chlorotrimethylsilane. The corresponding titanium complexes, (R-Ind)TiCl3, were synthesized in excellent yield from reactions of the trimethylsilyl derivatives with TiCl4. The titanium complexes were evaluated as styrene polymerization catalysts in toluene solution when activated by methylaluminoxane. Activities increased in the order: Cp < H(4)Ind < Ind < 1-(Me)Ind < 2-(Me)Ind. A steep drop in activity was observed when R = Et, tert-butyl, and Me(3)Si, corresponding to an increase in the steric bulk of the substituent in the catalyst precursor. 1-(MeS)IndTiCl(3) was found to be ineffective as a styrene polymerization catalyst. Syndiospecificities of the titanium complexes were generally very good (65-98%).
• Synthesis and polymerization behavior of various substituted indenyl titanium complexes as catalysts for syndiotactic polystyrene
  作者：Youngjo Kim、Bo Hwan Koo、Youngkyu Do

  DOI：10.1016/s0022-328x(96)06607-7

  日期：1997.1

  Five substituted indenyltrichlorotitanium compounds have been synthesized and characterized by spectroscopic methods and their catalytic behavior for the polymerization of styrene was studied in the presence of methylaluminoxane (MAO) as a cocatalyst. Substituted indenyl ligands include 1,3-dimethyl, 1-methyl, 1-ethyl, 1-isopropyl and 1-(trimethylsilyl)indenyl groups. All five compounds gave extremely pure syndiotactic polystyrene, with conversion rates of at least 95%, and their catalytic properties were compared with the data obtained from the (eta(5)-indenyl)trichlorotitanium-MAO system. The catalytic activity is enhanced by less bulky and better electron-releasing substituents of the indenyl ligand.