Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

被引:7
|
作者
Sinai, Adam [1 ,2 ]
Simko, Daniel Cs. [2 ]
Szabo, Fruzsina [2 ]
Paczal, Attila [1 ]
Gati, Tamas [1 ]
Benyei, Attila [3 ]
Novak, Zoltan [2 ]
Kotschy, Andras [1 ]
机构
[1] Servier Res Inst Med Chem, Zahony Utca 7, H-1031 Budapest, Hungary
[2] Eotvos Lorand Univ, Inst Chem, ELTE Lendulet Catalysis & Organ Synth Res Grp, Pazmany Peter Stny 1-A, H-1117 Budapest, Hungary
[3] Univ Debrecen, Dept Pharmaceut Chem, Egyet Ter 1, H-4032 Debrecen, Hungary
关键词
Amination; Cross-coupling; Homogeneous catalysis; Palladium; Phosphine ligands; SUZUKI-MIYAURA; N-TOSYLHYDRAZONES; ROOM-TEMPERATURE; HOMOGENEOUS CATALYSTS; CHLORIDES; SONOGASHIRA; AMINATION; HALIDES; LIBRARIES; ARYLATION;
D O I
10.1002/ejoc.201901834
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.
引用
收藏
页码:1122 / 1128
页数:7
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