7-(4-tert-butylphenyl)-6-methoxy-2,5-dimethyl-1H-indene

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 7-(4-tert-butylphenyl)-6-methoxy-2,5-dimethyl-1H-indene
• 化学式: C₂₂H₂₆O
• 分子量: 306.448
• InChiKey: OSCOXVMABWSETP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-(4-tert-butylphenyl)-6-methoxy-2,5-dimethyl-1H-indene 、 二氯二甲基硅烷 在 正丁基锂 、 copper(l) cyanide 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 bis-(6-(4-tert-butylphenyl)-5-methoxy-2,4-dimethyl-1H-inden-1-yl)dimethylsilane
  参考文献：
  名称：

  5-Methoxy-Substituted Zirconium Bis-indenyl ansa-Complexes: Synthesis, Structure, and Catalytic Activity in the Polymerization and Copolymerization of Alkenes

  摘要：

  A number of 2-methyl-4-aryl-5-methoxy-6-alkylindenes and C-2-symmetric Me2Si-bridged ansa-zirconocenes based on them were synthesized. Zirconocenes were obtained by means of highly effective and scalable racemo-selective synthetic approach based on the use of a Zr tert-butyl amide complex. The structure of mu-(bis-[eta(5)-6-tert-butyl-5-methoxy-2-methyl-4-tert-butylphenyl-H-1-inden-1-yl]-dimethylsilanediyl)dichlorozirconium(IV) (14) has been established with X-ray analysis. The introduction of a methoxy group into the indenyl fragment of zirconocene significantly improved its catalytic performance (i.e., its activity, stereoselectivity, molecular mass potential, and thermal stability) in the polymerization and copolymerization of propylene in comparison with the benchmark Spaleck-zirconocene. The role of the methoxy group is proposed to stabilize the cationic catalytic intermediates, which was confirmed using DFT calculations.

  DOI：

  10.1021/om300160v
• 作为产物：
  描述：

  2-甲基苯甲醚 在 lithium aluminium tetrahydride 、 Eaton's reagent 、 四丁基溴化铵 、 溴 、 sodium acetate 、 palladium diacetate 、 potassium carbonate 、 对甲苯磺酸 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 乙醚 、 二氯甲烷 、 水 、 苯 为溶剂， 反应 29.17h， 生成 7-(4-tert-butylphenyl)-6-methoxy-2,5-dimethyl-1H-indene
  参考文献：
  名称：

  5-Methoxy-Substituted Zirconium Bis-indenyl ansa-Complexes: Synthesis, Structure, and Catalytic Activity in the Polymerization and Copolymerization of Alkenes

  摘要：

  A number of 2-methyl-4-aryl-5-methoxy-6-alkylindenes and C-2-symmetric Me2Si-bridged ansa-zirconocenes based on them were synthesized. Zirconocenes were obtained by means of highly effective and scalable racemo-selective synthetic approach based on the use of a Zr tert-butyl amide complex. The structure of mu-(bis-[eta(5)-6-tert-butyl-5-methoxy-2-methyl-4-tert-butylphenyl-H-1-inden-1-yl]-dimethylsilanediyl)dichlorozirconium(IV) (14) has been established with X-ray analysis. The introduction of a methoxy group into the indenyl fragment of zirconocene significantly improved its catalytic performance (i.e., its activity, stereoselectivity, molecular mass potential, and thermal stability) in the polymerization and copolymerization of propylene in comparison with the benchmark Spaleck-zirconocene. The role of the methoxy group is proposed to stabilize the cationic catalytic intermediates, which was confirmed using DFT calculations.

  DOI：

  10.1021/om300160v

文献信息

• Metallocene Compounds
  申请人：Resconi Luigi

  公开号：US20090275712A1

  公开（公告）日：2009-11-05

  A bridged metallocene compound of formula (I) wherein: M is a transition metal; X, is a hydrogen atom, a halogen atom, or a hydrocarbon group optionally containing heteroatoms; L is a divalent bridging group; R 1 is a linear C 1 -C 40 hydrocarbon radical optionally containing heteroatoms; T 1 and T 4 are a oxygen, sulfur atom or a C(R 18 ) 3 group; wherein R 18 , are hydrogen atoms or a C 1 -C 40 hydrocarbon radical; T 3 and T 4 are C 1 -C 40 hydrocarbon radicals; R 4 is a hydrogen atom or a C 1 -C 40 hydrocarbon radical; W is an aromatic 5 or 6 membered ring.

  化学式（I）的桥联金属茂化合物，其中： M是过渡金属； X是氢原子、卤素原子或含有杂原子的碳氢基团； L是二价桥联基团； R1是线性C1-C40碳氢基团，可选含有杂原子； T1和T4是氧、硫原子或C(R18)3基团，其中R18是氢原子或C1-C40碳氢基团； T3和T4是C1-C40碳氢基团； R4是氢原子或C1-C40碳氢基团； W是芳香性5或6元环。
• WO2007/116034
  申请人：——

  公开号：——

  公开（公告）日：——
• METALLOCENE COMPOUNDS
  申请人：Basell Polyolefine GmbH

  公开号：EP2004664A1

  公开（公告）日：2008-12-24
• US7834205B2
  申请人：——

  公开号：US7834205B2

  公开（公告）日：2010-11-16
• [EN] METALLOCENE COMPOUNDS<br/>[FR] COMPOSES DE METALLOCENE
  申请人：BASELL POLYOLEFINE GMBH

  公开号：WO2007116034A1

  公开（公告）日：2007-10-18

  [EN] A bridged metallocene compound of formula (I) wherein: M is a transition metal; X, is a hydrogen atom, a halogen atom, or a hydrocarbon group optionally containing heteroatoms; L is a divalent bridging group; R¹ is a linear C₁-C₄₀ hydrocarbon radical optionally containing heteroatoms; T¹ and T⁴ are a oxygen, sulfur atom or a C(R¹⁸)₃ group; wherein R¹⁸, are hydrogen atoms or a C₁-C₄₀ hydrocarbon radical; T³ and T⁴ are C₁-C₄₀ hydrocarbon radicals; R⁴ is a hydrogen atom or a C₁-C₄₀ hydrocarbon radical; W is an aromatic 5 or 6 membered ring.
  [FR] L'invention concerne un composé ponté de métallocène de formule (I), dans laquelle : M est un métal de transition ; X est un atome d'hydrogène, un atome d'halogène ou un groupement hydrocarboné contenant éventuellement des hétéroatomes ; L est un groupement de pontage bivalent ; R¹ est un radical hydrocarboné linéaire en C₁-C₄₀ contenant éventuellement des hétéroatomes ; T¹ et T⁴ sont des atomes d'oxygène, de soufre ou un groupement C(R¹⁸)₃ ; les R¹⁸ étant des atomes d'hydrogène ou un radical hydrocarboné en C₁-C₄₀; T³ et T⁴ sont des radicaux hydrocarbonés en C₁-C₄₀; R⁴ est un atome d'hydrogène ou un radical hydrocarboné en C₁-C₄₀ ; W est un cycle aromatique à 5 ou 6 éléments.