10-(2,4-dimethylphenyl)benzo[h]quinoline | 1284234-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 10-(2,4-dimethylphenyl)benzo[h]quinoline
• CAS: 1284234-23-6
• 化学式: C₂₁H₁₇N
• 分子量: 283.373
• InChiKey: HYFNZDTVQDTMEO-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  [(bzq)PdCl]2 、 间二甲苯 在 caesium carbonate 、 二甲基亚砜 、 对苯醌 作用下， 反应 15.0h， 生成 10-(3,5-dimethylphenyl)benzo[h]quinoline 、 10-(2,4-dimethylphenyl)benzo[h]quinoline
  参考文献：
  名称：

  Controlling Site Selectivity in Pd-Catalyzed Oxidative Cross-Coupling Reactions

  摘要：

  This paper presents a detailed investigation of the factors controlling site selectivity in the Pd-mediated oxidative coupling of 1,3-disubstituted and 1,2,3-trisubstituted arenes (aryl -H) with cyclometalating substrates (L similar to C-H). The influence of both the concentration and the steric/electronic properties of the quinone promoter are studied in detail. In addition, the effect of steric/electronic modulation of the carboxylate ligand is discussed. Finally, we demonstrate that substitution of the carboxylate for a carbonate X-type ligand leads to a complete reversal in site selectivity for many arene substrates. The origins of these trends in site selectivity are discussed in the context of the mechanism of Pd-catalyzed oxidative cross-coupling.

  DOI：

  10.1021/ja1097918