We have developed a mild and efficient protocol for the ligand-free and heterogeneous Pd/C-catalyzed hetero SuzukiâMiyaura coupling reaction that allows for the synthesis of both heteroarylâaryl and heteroarylâheteroaryl derivatives in good to excellent yields.
Palladium (II)–Salan Complexes as Catalysts for Suzuki–Miyaura C–C Cross-Coupling in Water and Air. Effect of the Various Bridging Units within the Diamine Moieties on the Catalytic Performance
salan ligands were synthesized by hydrogenation and subsequent sulfonation of salens (N,N’-bis(slicylidene)ethylenediamine and analogues) with various bridging units (linkers) connecting the nitrogen atoms. Pd (II) complexes were obtained in reactions of sulfosalans and [PdCl4]2−. Characterization of the ligands and complexes included extensive X-ray diffraction studies, too. The Pd (II) complexes proved
水溶性的 salan 配体是通过对具有连接氮原子的各种桥接单元(接头)的 salens(N,N'-双(亚硅基)乙二胺和类似物)进行氢化和随后的磺化来合成的。Pd (II) 配合物是在硫柳胺和 [PdCl4]2- 的反应中获得的。配体和配合物的表征也包括广泛的 X 射线衍射研究。Pd (II) 配合物被证明是芳基卤化物和芳基硼酸衍生物在 80°C 下在水和空气中的 Suzuki-Miyaura 反应的高活性催化剂。对 Pd (II)-磺胺嘧啶催化剂的比较研究表明,催化活性随着接头长度的增加和配体 N 供体原子周围空间拥挤度的增加而大大增加;最高比活为40,000(mol底物)(mol催化剂×h)-1。
Synthesis of zwitterionic palladium complexes and their application as catalysts in cross-coupling reactions of aryl, heteroaryl and benzyl bromides with organoboron reagents in neat water
作者:V. Ramakrishna、N. Dastagiri Reddy
DOI:10.1039/c7dt01433c
日期:——
found to be highly active for carrying out these reactions between aryl bromides and organoboron reagents. Further, the scope of the catalyst I was also examined by employing (hetero)aryl bromides, hydrophilic aryl bromides, benzylbromides and various organoboron reagents. More than 80 aryl/benzyl bromide-arylboronic acid combinations were screened in neat water/K2CO3 and found that I is a versatile catalyst
N-(3-氯-2-喹喔啉基)-N'-芳基咪唑鎓盐(芳基= 2,6-二异丙基苯基[HL1Cl] Cl,芳基=甲苯基[HL2Cl] Cl)已通过将2,3-二氯喹喔啉与N'-芳基咪唑纯净。这些咪唑鎓盐与Pd(PPh 3)4和Pd 2(dba)3 / PPh 3(dba =二苄基苯丙酮)在50 o C的容易反应,得到两性离子钯(II)络合物[Pd(HL1)(PPh 3) Cl 2 ](I)和[Pd(HL2)(PPh 3)Cl 2 ](II)的收率极高。已测试I和II在纯水/ K中催化Suzuki-Miyaura交叉偶联(SMC)反应的能力2 CO 3,对在芳基溴化物和有机硼试剂之间进行这些反应具有很高的活性。此外,还通过使用(杂)芳基溴化物,亲水性芳基溴化物,苄基溴化物和各种有机硼试剂来检查催化剂I的范围。在纯水/ K 2 CO 3中筛选了80多种芳基/苄基溴-芳基硼酸组合,发现I是一种多用途催化
A Zwitterionic Palladium(II) Complex as a Precatalyst for Neat-Water-Mediated Cross-Coupling Reactions of Heteroaryl, Benzyl, and Aryl Acid Chlorides with Organoboron Reagents
A zwitterionic palladium(II) complex has been found to be an efficient catalyst for Suzuki–Miyaura cross‐coupling reactions of aryl and heteroaryl organoboron reagents with various heteroaryl chlorides, aryl‐ and heteroarylmethyl chlorides, and aryl acid chlorides in neat water.
[EN] MATERIALS FOR ELECTRONIC DEVICES<br/>[FR] MATÉRIAUX POUR DISPOSITIFS ÉLECTRONIQUES
申请人:MERCK PATENT GMBH
公开号:WO2020127176A1
公开(公告)日:2020-06-25
The present application concerns compounds for use in electronic devices, processes for preparing the compounds, and electronic devices comprising the compounds.