1-(1,3-dimethylbut-1-en-1-yl)-4-methylbenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(1,3-dimethylbut-1-en-1-yl)-4-methylbenzene
• 英文别名: (E)-1-(4-methylpent-2-en-2-yl)-4-methylbenzene；1-methyl-4-[(E)-4-methylpent-2-en-2-yl]benzene
• 化学式: C₁₃H₁₈
• 分子量: 174.286
• InChiKey: ATDJYRAYQODQKP-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• 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

• 作为产物：
  描述：

  2-甲基-3-戊酮 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 (R)-1-[(S_P)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine 、 lithium hexamethyldisilazane 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 16.0h， 生成 1-(1,3-dimethylbut-1-en-1-yl)-4-methylbenzene
  参考文献：
  名称：

  Kumada Coupling of Aryl and Vinyl Tosylates under Mild Conditions

  摘要：

  Aryl and alkenyl tosylates are easily prepared, inexpensive and, thus, attractive for transition-metal-catalyzed couplings, but their reactivity is low. We report examples of mild, palladium-catalyzed coupling of aryl, alkenyl, and alkyl Grignard reagents with aryl and alkenyl tosylates. The resulting biaryls, vinylarenes, and alkylarenes were isolated in good to excellent yield. These couplings were conducted with a nearly equimolar ratio of the two reactants, and many examples were conducted at room temperature.

  DOI：

  10.1021/jo051394l

文献信息

• Studies on the 1,2-Migrations in Pd-Catalyzed Negishi Couplings with JosiPhos Ligands
  作者：Anders T. Lindhardt、Thomas M. Gøgsig、Troels Skrydstrup

  DOI：10.1021/jo801824e

  日期：2009.1.2

  cross-coupling, which is promoted by palladium catalyst systems generated with JosiPhos ligands. Several of the factors that were demonstrated to be important for the 1,2-migration include (1) the nucleophilicity of the organometallic reagent, which possibly influences the transmetalation step in direct competition with the intermediate β-hydride elimination of the alkenyl Pd(II) species; (2) the structural

  我们报告了一项初步调查，目的是确定控制Negishi交叉偶联中1，2-迁移的因素，这是由JosiPhos配体生成的钯催化剂体系促进的。已证明对1,2-迁移很重要的几个因素包括（1）有机金属试剂的亲核性，这可能会影响烯基金属钯（II）的中间β-氢化物消除与直接竞争中的重金属化步骤） 物种; （2）甲苯磺酸甲苯酯和磷酸酯的结构特征，其中具有大体积C1取代基的底物在偶联反应条件下表现出最高的1，2-迁移倾向。（3）JosiPhos配体的结构，