芳基吡嗪环钯化合物发光及催化性质研究-有机化学专业论文.docx

摘要 摘要 万方数据 万方数据 物和铜共催化的三组分反应，以邻氨基芳基甲醇、芳基乙酮、芳基硼酸为原料 一锅法合成 2,6-二芳基喹啉类化合物，反应过程中发生了偶联反应、氧化反应、 关环反应。对所得的喹啉类化合物的发光性质进行了测定。此外，我们还实现 了 Pd/Cu 共催化的氯代苯甲醇与芳基硼酸反应，通过氧化反应和 Suzuki 反应， 合成出一系列联芳基苯甲醛。 N B(OH)2 N R  + Br  O HO + H2N  Cat Pd/Cu N air Fe Pd Cl R R N N R R:  O HO + H2N  Br + (HO)2B  R R Cat Pd/Cu air N R: B(OH)2 + Br R  O HO + H2N R Br Cat Pd/Cu air N R Br 45 Ar = HO R R Ar N Pd N  46 Ar =  OMe Cl + (HO)2B OHC N Cl Ar  47 Ar =  OH R Cl + (HO)2B  CHO R 关键词：芳基吡嗪环钯化合物，发光性质，喹啉衍生物，Pd/Cu 共催化 II Ab Abstract Abstract In this thesis, the synthesis, characterization, crystal structures catalytic activities and fluorescent properties of a series of cyclopalladated arylpyrazine complexes were reported. We have developed a NHC-modulated Pd/Cu cocatalyzed reaction of aminobenzyl alcohols, aryl ketones, and arylboronic acids in air. This protocol provides an efficient access to a variety of 2,6-diarylquinolines. We have synthesized two pyrazine ligands 1–2 and their cyclopalladated arylpyrazine 3–10. All of those compounds were fully characterized. The detailed structures of new palladacycles 5-7and 9 have been determined by single-crystal X-ray analysis. These palladacycles are fluorescent in both the solid state and solution at room temperature. Cl R N  N N N Pd Li2PdCl4  N Cl Pd  N NCl Ar Ar  R Ar N Pd N N B(OH)2  R 1 R = C2H5 NaOAc 2 R tBuOK, THF N N Cl Ar 3-10 2 R = OCH3 R = C2H5, Ar = p-CH3C6H4 R = OCH3, Ar = p-CH3C6H4 R = C2H5, Ar = p-CH3OC6H4  Yield: 78% Yield: 80% Yield: 81%  7 R = C2H5, Ar = 2,4,6-(CH3)3C6H4 8 R = OCH3, Ar = 2,4,6-(CH3)3C6H4 9 R = C2H5, Ar = 2,6-(iPr)2C6H4  Yield: 80% Yield: 77% Yield: 84% R = OCH3, Ar = p-CH3OC6H4 Yield: 83% 10 R = OCH3, Ar = 2,6-(iPr)2C6H4  Yield: 85% III Studies on the catalytic activities of N-Heterocyclic carbene pyrazine Pd complexes. An efficient NHC-modulated Pd/Cu cocatalyzed three-component coupling reaction for the synthesis of 2,6-diarylquinolines from aminobenzyl