2-hexyl-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: 2-hexyl-1H-indene
• 化学式: C₁₅H₂₀
• 分子量: 200.324
• InChiKey: JNFQTSNEOMUQEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 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-hexyl-1H-indene 、 2-(2-phenylethyl)indenyl zirconium trichloride 在 正丁基锂 作用下， 以 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and characterization of unbridged metallocene dichloride complexes with two differently mono-substituted indenyl ligands and their application as catalysts for the polymerization of ethene and propene

  摘要：

  The synthesis of unbridged metallocene dichloride complexes of the type Ind(#)Ind ' ZrCl2 (Ind(#) = 2-arylalkyl-substituted indenyl, Ind ' = 1-omega -alkenyl-substituted or 2-alkyl-substituted indenyl) is described. The complexes are characterized by H-1 and C-13 NMR spectroscopy and mass spectrometry and tested for the catalytic polymerization of ethene and propene. The polymerization results and the polymer properties indicate a considerable influence of the catalyst structure on the polymerization behavior. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(01)00122-4
• 作为产物：
  描述：

  (E)-7-(2-(oct-1-en-1-yl)phenyl)cyclohepta-1,3,5-triene 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以89%的产率得到2-hexyl-1H-indene
  参考文献：
  名称：

  逆布赫纳反应的金（I）卡宾：生成和命运

  摘要：

  由邻位取代的 7-芳基-1,3,5-环庚三烯的逆布氏反应生成的芳基金 (I) 卡宾的命运取决于邻位取代基的构成。茚和芴是通过高亲电性金 (I) 卡宾与烯烃和芳烃的分子内反应获得的。根据密度泛函理论计算，金催化的逆布氏过程逐步发生，尽管两个碳-碳裂解发生在相当平坦的势能表面上。

  DOI：

  10.1021/ja411626v

文献信息

• Selective Catalytic C–H Alkylation of Alkenes with Alcohols
  作者：Dong-Hwan Lee、Ki-Hyeok Kwon、Chae S. Yi

  DOI：10.1126/science.1208839

  日期：2011.9.16

  A ruthenium catalyst forms carbon-carbon bonds between olefins and alcohols while liberating only water as a by-product. Alkenes and alcohols are among the most abundant and commonly used organic feedstock in industrial processes. We report a selective catalytic alkylation reaction of alkenes with alcohols that forms a carbon-carbon bond between vinyl carbon-hydrogen (C–H) and carbon-hydroxy centers

  钌催化剂在烯烃和醇之间形成碳-碳键，同时仅释放水作为副产物。烯烃和醇是工业过程中最丰富和最常用的有机原料。我们报告了烯烃与醇的选择性催化烷基化反应，该反应在乙烯基碳氢（C-H）和碳-羟基中心之间形成碳-碳键，同时失去水。阳离子钌络合物 [(C6H6)(PCy3)(CO)RuH]+BF4–（Cy，环己基）可在 75°C 至 110°C 的温度范围内在 2 至 8 小时内催化溶液中的烷基化，并耐受广泛的底物官能团，包括胺和羰基。初步的机理研究与醇的 Friedel-Crafts 型亲电活化不一致，
• Catalytic Tandem and One-Pot Dehydrogenation–Alkylation and −Insertion Reactions of Saturated Hydrocarbons with Alcohols and Alkenes
  作者：Junghwa Kim、Nuwan Pannilawithana、Chae S. Yi

  DOI：10.1021/acscatal.6b02186

  日期：2016.12.2

  reaction of saturated hydrocarbon substrates with alcohols to form the alkyl-substituted alkene and arene products. The analogous one-pot dehydrogenation–insertion of saturated ketones with alkenes and dienes directly yielded synthetically useful 2-alkylphenol and benzopyran products in a highly regio- and stereoselective manner without forming any wasteful byproducts.

  氢化钌催化剂已成功用于饱和烃底物与醇的串联sp 3 C–H脱氢-烷基化反应，形成烷基取代的烯烃和芳烃产品。饱和酮与烯烃和二烯的类似的一锅脱氢插入反应，可以以高度区域选择性和立体选择性的方式直接产生合成上有用的2-烷基苯酚和苯并吡喃产物，而不会形成任何浪费的副产物。
• Gold(I) Carbenes by Retro-Buchner Reaction: Generation and Fate
  作者：Yahui Wang、Paul R. McGonigal、Bart Herlé、Maria Besora、Antonio M. Echavarren

  DOI：10.1021/ja411626v

  日期：2014.1.15

  The fate of the aryl gold(I) carbenes generated by retro-Buchner reaction of ortho-substituted 7-aryl-1,3,5-cycloheptatrienes is dependent on the constitution of the ortho substituent. Indenes and fluorenes are obtained by intramolecular reaction of highly electrophilic gold(I) carbenes with alkenes and arenes. According to density functional theory calculations, the gold-catalyzed retro-Buchner process

  由邻位取代的 7-芳基-1,3,5-环庚三烯的逆布氏反应生成的芳基金 (I) 卡宾的命运取决于邻位取代基的构成。茚和芴是通过高亲电性金 (I) 卡宾与烯烃和芳烃的分子内反应获得的。根据密度泛函理论计算，金催化的逆布氏过程逐步发生，尽管两个碳-碳裂解发生在相当平坦的势能表面上。
• Synthesis and characterization of unbridged metallocene dichloride complexes with two differently mono-substituted indenyl ligands and their application as catalysts for the polymerization of ethene and propene
  作者：Roland Schmidt、Matthias Deppner、Helmut G Alt

  DOI：10.1016/s1381-1169(01)00122-4

  日期：2001.7

  The synthesis of unbridged metallocene dichloride complexes of the type Ind(#)Ind ' ZrCl2 (Ind(#) = 2-arylalkyl-substituted indenyl, Ind ' = 1-omega -alkenyl-substituted or 2-alkyl-substituted indenyl) is described. The complexes are characterized by H-1 and C-13 NMR spectroscopy and mass spectrometry and tested for the catalytic polymerization of ethene and propene. The polymerization results and the polymer properties indicate a considerable influence of the catalyst structure on the polymerization behavior. (C) 2001 Elsevier Science B.V. All rights reserved.